Structure

Physi-Chem Properties

Molecular Weight:  280.17
Volume:  295.431
LogP:  2.087
LogD:  2.02
LogS:  -3.434
# Rotatable Bonds:  0
TPSA:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.546
Synthetic Accessibility Score:  4.526
Fsp3:  0.75
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.697
MDCK Permeability:  0.00010739455319708213
Pgp-inhibitor:  0.805
Pgp-substrate:  0.752
Human Intestinal Absorption (HIA):  0.027
20% Bioavailability (F20%):  0.379
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.966
Plasma Protein Binding (PPB):  79.67487335205078%
Volume Distribution (VD):  0.358
Pgp-substrate:  18.845928192138672%

ADMET: Metabolism

CYP1A2-inhibitor:  0.032
CYP1A2-substrate:  0.114
CYP2C19-inhibitor:  0.029
CYP2C19-substrate:  0.24
CYP2C9-inhibitor:  0.03
CYP2C9-substrate:  0.585
CYP2D6-inhibitor:  0.014
CYP2D6-substrate:  0.367
CYP3A4-inhibitor:  0.431
CYP3A4-substrate:  0.219

ADMET: Excretion

Clearance (CL):  8.965
Half-life (T1/2):  0.878

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.395
Drug-inuced Liver Injury (DILI):  0.153
AMES Toxicity:  0.024
Rat Oral Acute Toxicity:  0.74
Maximum Recommended Daily Dose:  0.962
Skin Sensitization:  0.826
Carcinogencity:  0.921
Eye Corrosion:  0.576
Eye Irritation:  0.247
Respiratory Toxicity:  0.469

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC55304

Natural Product ID:  NPC55304
Common Name*:   Brefeldin A
IUPAC Name:   (1S,2E,7S,10E,12R,13R,15S)-12,15-dihydroxy-7-methyl-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one
Synonyms:  
Standard InCHIKey:  KQNZDYYTLMIZCT-KQPMLPITSA-N
Standard InCHI:  InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
SMILES:  C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL19980
PubChem CID:   5287620
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000147] Macrolides and analogues

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32963 Acremonium sp. Species Eukaryota n.a. n.a. n.a. PMID[12444684]
NPO32963 Acremonium sp. Species Eukaryota n.a. n.a. n.a. PMID[16441074]
NPO40682 Unidentifiable sponge-derived fungus n.a. n.a. n.a. n.a. n.a. n.a. PMID[17125221]
NPO32963 Acremonium sp. Species Eukaryota n.a. Australian n.a. PMID[18288804]
NPO32749 unidentified soil fungi Species n.a. n.a. n.a. Chile 1998 PMID[18327911]
NPO32963 Acremonium sp. Species Eukaryota n.a. n.a. n.a. PMID[19199645]
NPO32963 Acremonium sp. Species Eukaryota n.a. Mangrove Rhizophora apiculata n.a. PMID[22524636]
NPO32963 Acremonium sp. Species Eukaryota n.a. n.a. n.a. PMID[22524636]
NPO32963 Acremonium sp. Species Eukaryota n.a. n.a. n.a. PMID[25689430]
NPO32963 Acremonium sp. Species Eukaryota n.a. n.a. n.a. PMID[26928174]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT379 Cell Line HOP-62 Homo sapiens GI50 = 70.0 nM PMID[568199]
NPT393 Cell Line HCT-116 Homo sapiens GI50 = 29.0 nM PMID[568199]
NPT374 Cell Line SF-539 Homo sapiens GI50 = 40.0 nM PMID[568199]
NPT398 Cell Line UACC-62 Homo sapiens GI50 = 22.0 nM PMID[568199]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 = 32.0 nM PMID[568199]
NPT368 Cell Line SN12C Homo sapiens GI50 = 90.0 nM PMID[568199]
NPT90 Cell Line DU-145 Homo sapiens GI50 = 130.0 nM PMID[568199]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 = 41.0 nM PMID[568199]
NPT379 Cell Line HOP-62 Homo sapiens GI50 = 70.0 nM PMID[568200]
NPT393 Cell Line HCT-116 Homo sapiens GI50 = 29.0 nM PMID[568200]
NPT374 Cell Line SF-539 Homo sapiens GI50 = 40.0 nM PMID[568200]
NPT398 Cell Line UACC-62 Homo sapiens GI50 = 22.0 nM PMID[568200]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 = 32.0 nM PMID[568200]
NPT368 Cell Line SN12C Homo sapiens GI50 = 90.0 nM PMID[568200]
NPT90 Cell Line DU-145 Homo sapiens GI50 = 130.0 nM PMID[568200]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 = 41.0 nM PMID[568200]
NPT517 Cell Line Panel NCI-60 (60 carcinoma cell lines) Homo sapiens GI50 = 40.0 nM PMID[568202]
NPT83 Cell Line MCF7 Homo sapiens GI50 = 20.0 nM PMID[568202]
NPT306 Cell Line PC-3 Homo sapiens GI50 = 50.0 nM PMID[568202]
NPT368 Cell Line SN12C Homo sapiens GI50 = 90.0 nM PMID[568202]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 = 30.0 nM PMID[568202]
NPT398 Cell Line UACC-62 Homo sapiens GI50 = 20.0 nM PMID[568202]
NPT374 Cell Line SF-539 Homo sapiens GI50 = 40.0 nM PMID[568202]
NPT393 Cell Line HCT-116 Homo sapiens GI50 = 30.0 nM PMID[568202]
NPT81 Cell Line A549 Homo sapiens GI50 = 40.0 nM PMID[568202]
NPT71 Cell Line HEK293 Homo sapiens Activity = 50.0 % PMID[568204]
NPT90 Cell Line DU-145 Homo sapiens Activity = 0.13 ug ml-1 PMID[568206]
NPT377 Cell Line OVCAR-3 Homo sapiens Activity = 0.041 ug ml-1 PMID[568206]
NPT168 Cell Line P388 Mus musculus Activity = 0.23 ug ml-1 PMID[568206]
NPT397 Cell Line NCI-H460 Homo sapiens Activity = 0.28 ug ml-1 PMID[568206]
NPT575 Cell Line KM-20L2 Homo sapiens Activity = 0.022 ug ml-1 PMID[568206]
NPT1081 Cell Line BXPC-3 Homo sapiens Activity = 0.07 ug ml-1 PMID[568206]
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.047 ug ml-1 PMID[568206]
NPT395 Cell Line SF-268 Homo sapiens Activity = 0.21 ug ml-1 PMID[568206]
NPT399 Cell Line SF-295 Homo sapiens Activity = 0.38 ug ml-1 PMID[568206]
NPT137 Cell Line L1210 Mus musculus Activity = 0.0 Zone units PMID[568209]
NPT730 Cell Line MC-38 Mus musculus Activity = 150.0 Zone units PMID[568209]
NPT404 Cell Line CCRF-CEM Homo sapiens Activity = 0.0 Zone units PMID[568209]
NPT306 Cell Line PC-3 Homo sapiens FC = 0.245 n.a. PMID[568211]
NPT537 Individual Protein Ras-related protein Rab-9A Homo sapiens Potency = 89.1 nM PMID[568215]
NPT537 Individual Protein Ras-related protein Rab-9A Homo sapiens Potency = 89.1 nM PMID[568216]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 707.9 nM PMID[568217]
NPT3 Individual Protein Thioredoxin glutathione reductase Schistosoma mansoni Potency = 50118.7 nM PMID[568216]
NPT538 Individual Protein Niemann-Pick C1 protein Homo sapiens Potency = 89.1 nM PMID[568215]
NPT538 Individual Protein Niemann-Pick C1 protein Homo sapiens Potency = 100.0 nM PMID[568216]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 16.4 nM PMID[568215]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 231.1 nM PMID[568216]
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency n.a. 410.8 nM PMID[568215]
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency n.a. 580.2 nM PMID[568216]
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency n.a. 7943.3 nM PMID[568216]
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency n.a. 1000.0 nM PMID[568215]
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency n.a. 631.0 nM PMID[568216]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 79432.8 nM PMID[568215]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 56234.1 nM PMID[568216]
NPT1397 Cell Line INS1 Rattus norvegicus AC50 = 1029.0 nM PMID[568215]
NPT1397 Cell Line INS1 Rattus norvegicus AC50 = 1065.0 nM PMID[568216]
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency n.a. 125.9 nM PMID[568216]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 40.64 nM PMID[568219]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 42.36 nM PMID[568220]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 29.38 nM PMID[568220]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 84.53 nM PMID[568219]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 12.53 nM PMID[568220]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 25.06 nM PMID[568219]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 23.17 nM PMID[568219]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 35.4 nM PMID[568220]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 104.47 nM PMID[568219]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 18.32 nM PMID[568220]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 28.12 nM PMID[568220]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 90.57 nM PMID[568219]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 79.98 nM PMID[568219]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 41.69 nM PMID[568220]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 21.38 nM PMID[568220]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 78.52 nM PMID[568220]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 21.09 nM PMID[568219]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 191.87 nM PMID[568219]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 18.11 nM PMID[568220]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 5.834 nM PMID[568219]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 11.35 nM PMID[568219]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 36.64 nM PMID[568220]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 71.45 nM PMID[568219]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 17.42 nM PMID[568219]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 18.16 nM PMID[568220]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 30.48 nM PMID[568219]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 16.52 nM PMID[568220]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 21.58 nM PMID[568220]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 72.11 nM PMID[568219]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 48.08 nM PMID[568219]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 68.08 nM PMID[568219]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 14.89 nM PMID[568220]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 36.73 nM PMID[568220]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 27.42 nM PMID[568219]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 12.91 nM PMID[568220]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 22.18 nM PMID[568219]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 24.04 nM PMID[568220]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 43.95 nM PMID[568219]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 30.83 nM PMID[568220]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 133.66 nM PMID[568219]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 26.61 nM PMID[568219]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 57.02 nM PMID[568219]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 14.66 nM PMID[568220]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 20.51 nM PMID[568219]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 32.73 nM PMID[568219]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 36.73 nM PMID[568220]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 40.83 nM PMID[568219]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 17.38 nM PMID[568220]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 1.0 nM PMID[568219]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 44.06 nM PMID[568220]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 95.28 nM PMID[568219]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 10.05 nM PMID[568220]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 16.14 nM PMID[568220]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 26.06 nM PMID[568219]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 10.19 nM PMID[568219]
NPT574 Cell Line XF498 Homo sapiens GI50 n.a. 6.486 nM PMID[568219]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 73.62 nM PMID[568219]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 36.39 nM PMID[568220]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 34.51 nM PMID[568220]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 46.24 nM PMID[568219]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 13.15 nM PMID[568220]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 14.69 nM PMID[568220]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 24.72 nM PMID[568219]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 92.9 nM PMID[568219]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 12.27 nM PMID[568219]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 47.42 nM PMID[568220]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 30.62 nM PMID[568219]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 20.75 nM PMID[568220]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 n.a. 4.102 nM PMID[568219]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 43.45 nM PMID[568219]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 15.35 nM PMID[568220]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 8.974 nM PMID[568219]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 62.23 nM PMID[568219]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 69.18 nM PMID[568219]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 18.16 nM PMID[568220]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 43.05 nM PMID[568220]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 23.33 nM PMID[568219]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 10.33 nM PMID[568220]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 22.54 nM PMID[568219]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 16.41 nM PMID[568220]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 26.3 nM PMID[568219]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 54.33 nM PMID[568219]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 16.37 nM PMID[568220]
NPT731 Cell Line LXFL 529 Homo sapiens GI50 n.a. 8.77 nM PMID[568219]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 20.14 nM PMID[568220]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 25.64 nM PMID[568219]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 58.88 nM PMID[568219]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 123.59 nM PMID[568219]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 60.12 nM PMID[568220]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 44.06 nM PMID[568219]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 71.45 nM PMID[568220]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 36.06 nM PMID[568220]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 83.75 nM PMID[568219]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 14.22 nM PMID[568220]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 18.16 nM PMID[568219]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 36.31 nM PMID[568219]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 22.7 nM PMID[568220]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 54.45 nM PMID[568219]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 17.34 nM PMID[568220]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 39.45 nM PMID[568220]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 107.15 nM PMID[568219]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 18.11 nM PMID[568220]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 52.36 nM PMID[568219]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 10.14 nM PMID[568219]
NPT577 Cell Line RXF 631 Homo sapiens GI50 n.a. 100.93 nM PMID[568219]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 6.745 nM PMID[568219]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 13.15 nM PMID[568219]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 27.48 nM PMID[568220]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 16.03 nM PMID[568219]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 18.24 nM PMID[568220]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 13.43 nM PMID[568219]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 50.12 nM PMID[568219]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 19.86 nM PMID[568220]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 25.82 nM PMID[568219]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 19.19 nM PMID[568219]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 10.0 nM PMID[568220]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 15.85 nM PMID[568219]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 19.91 nM PMID[568220]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 14.32 nM PMID[568220]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 16.37 nM PMID[568219]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 14.45 nM PMID[568220]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 13.43 nM PMID[568219]
NPT732 Cell Line HOP-18 Homo sapiens GI50 n.a. 2811.9 nM PMID[568219]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 651.3 nM PMID[568215]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 231.1 nM PMID[568216]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 73.1 nM PMID[568216]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 326.4 nM PMID[568215]
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency n.a. 1000.0 nM PMID[568216]
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = -3.21 % PMID[568222]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 14.6 nM PMID[568215]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 651.3 nM PMID[568216]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 580.5 nM PMID[568216]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 73.1 nM PMID[568215]
NPT585 Individual Protein Nuclear receptor subfamily 0 group B member 1 Homo sapiens IC50 = 134.26 nM PMID[568215]
NPT1283 Individual Protein Paired box protein Pax-8 Homo sapiens AC50 < 260.0 nM PMID[568216]
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency n.a. 16360.1 nM PMID[568215]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 6309.6 nM PMID[568216]
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency n.a. 11582.1 nM PMID[568216]
NPT2852 Individual Protein Prion protein Homo sapiens IC50 = 3505.0 nM PMID[568216]
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency n.a. 58.0 nM PMID[568215]
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency n.a. 115.8 nM PMID[568216]
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency n.a. 73.1 nM PMID[568215]
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency n.a. 326.4 nM PMID[568216]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens FC = 0.96 n.a. PMID[568224]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens FC = 0.97 n.a. PMID[568224]
NPT281 Individual Protein MAP kinase ERK1 Homo sapiens FC = 0.99 n.a. PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens FC = 0.99 n.a. PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens Activity = 38.8 % PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens Activity = 79.3 % PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens Activity = 48.4 % PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens Activity = 83.4 % PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens Activity = 51.2 % PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens Activity = 18.0 % PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens FC = 0.32 n.a. PMID[568224]
NPT281 Individual Protein MAP kinase ERK1 Homo sapiens FC = 0.93 n.a. PMID[568224]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 68.0 nM PMID[568225]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 160.0 nM PMID[568225]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 350.0 nM PMID[568225]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 25.0 nM PMID[568226]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 68.0 nM PMID[568226]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 24.0 nM PMID[568226]
NPT605 Organism Homo sapiens Homo sapiens MGM = 0.04 uM PMID[568199]
NPT636 Organism Phytophthora capsici Phytophthora capsici Activity = 50.0 ug disk-1 PMID[568201]
NPT2 Others Unspecified Inhibition = 0.0 % PMID[568201]
NPT2 Others Unspecified Inhibition = 6.0 % PMID[568201]
NPT614 Tissue Plasma Rattus norvegicus T1/2 > 24.0 hr PMID[568202]
NPT1173 Organism Candida albicans SC5314 Candida albicans SC5314 MIC = 4.0 ug.mL-1 PMID[568203]
NPT20 Organism Candida albicans Candida albicans MIC = 16.0 ug.mL-1 PMID[568203]
NPT1173 Organism Candida albicans SC5314 Candida albicans SC5314 MIC = 8.0 ug.mL-1 PMID[568203]
NPT20 Organism Candida albicans Candida albicans MIC = 32.0 ug.mL-1 PMID[568203]
NPT2 Others Unspecified Ki = 15000.0 nM PMID[568205]
NPT2 Others Unspecified Kd = 8600.0 nM PMID[568205]
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Activity = -62.0 % PMID[568207]
NPT29 Organism Rattus norvegicus Rattus norvegicus LD50 = 275.0 mg.kg-1 PMID[568208]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 900.0 Zone units PMID[568209]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 600.0 Zone units PMID[568209]
NPT27 Others Unspecified Activity = 1000.0 Zone units PMID[568209]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 1995.26 nM PMID[568214]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 3162.28 nM PMID[568214]
NPT1173 Organism Candida albicans SC5314 Candida albicans SC5314 MIC = 1.56 ug.mL-1 PMID[568218]
NPT20 Organism Candida albicans Candida albicans MIC = 1.56 ug.mL-1 PMID[568218]
NPT20 Organism Candida albicans Candida albicans MIC = 25.0 ug.mL-1 PMID[568218]
NPT2580 Organism Candida dubliniensis Candida dubliniensis MIC = 1.56 ug.mL-1 PMID[568218]
NPT2580 Organism Candida dubliniensis Candida dubliniensis MIC = 12.5 ug.mL-1 PMID[568218]
NPT2580 Organism Candida dubliniensis Candida dubliniensis MIC = 3.13 ug.mL-1 PMID[568218]
NPT2 Others Unspecified AC50 < 160.0 nM PMID[568215]
NPT2 Others Unspecified AC50 < 160.0 nM PMID[568216]
NPT2 Others Unspecified Potency n.a. 23.1 nM PMID[568215]
NPT2 Others Unspecified IC50 > 80000.0 nM PMID[568215]
NPT2 Others Unspecified Potency n.a. 145.8 nM PMID[568216]
NPT2 Others Unspecified IC50 > 80000.0 nM PMID[568216]
NPT2 Others Unspecified IC50 = 420.0 nM PMID[568215]
NPT2 Others Unspecified IC50 = 520.0 nM PMID[568216]
NPT2 Others Unspecified IC50 = 63600.0 nM PMID[568216]
NPT2 Others Unspecified Potency n.a. 231.1 nM PMID[568215]
NPT2 Others Unspecified Potency n.a. 580.5 nM PMID[568216]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 2332.3 nM PMID[568215]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 2936.2 nM PMID[568216]
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 56234.1 nM PMID[568215]
NPT2 Others Unspecified Potency n.a. 446.7 nM PMID[568215]
NPT2 Others Unspecified Potency n.a. 631.0 nM PMID[568216]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 2616.9 nM PMID[568215]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 2078.7 nM PMID[568216]
NPT2 Others Unspecified AC50 = 3150.0 nM PMID[568215]
NPT2 Others Unspecified AC50 = 2200.0 nM PMID[568216]
NPT2 Others Unspecified AC50 = 10290.0 nM PMID[568216]
NPT20 Organism Candida albicans Candida albicans MIC = 32.0 ug.mL-1 PMID[568221]
NPT2 Others Unspecified Potency n.a. 891.3 nM PMID[568216]
NPT2 Others Unspecified Potency n.a. 562.3 nM PMID[568216]
NPT2 Others Unspecified Potency n.a. 35481.3 nM PMID[568215]
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = 5.24 % PMID[568222]
NPT2 Others Unspecified Potency n.a. 18.4 nM PMID[568215]
NPT2 Others Unspecified Potency n.a. 6.5 nM PMID[568216]
NPT35 Others n.a. IC50 > 67602.0 nM PMID[568215]
NPT861 Individual Protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency n.a. 58.0 nM PMID[568215]
NPT861 Individual Protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency n.a. 410.9 nM PMID[568216]
NPT32 Organism Mus musculus Mus musculus LD50 > 200.0 mg.kg-1 PMID[568223]
NPT2 Others Unspecified LC50 = 52600.0 nM PMID[568223]
NPT2 Others Unspecified TGI = 3480.0 nM PMID[568223]
NPT2 Others Unspecified GI50 = 20.6 nM PMID[568223]
NPT2 Others Unspecified Potency n.a. 2818.4 nM PMID[568215]
NPT2 Others Unspecified Potency n.a. 1778.3 nM PMID[568216]
NPT2 Others Unspecified Potency n.a. 92.0 nM PMID[568215]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 138122.0 nM PMID[568216]
NPT2 Others Unspecified Potency n.a. 1122.0 nM PMID[568217]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. AbsAC35_uM = 0.115 uM PMID[568216]
NPT2 Others Unspecified Potency n.a. 1000.0 nM PMID[568216]
NPT2 Others Unspecified Potency n.a. 206.0 nM PMID[568216]
NPT2 Others Unspecified AbsAC35_uM = 15.17 uM PMID[568216]
NPT728 Individual Protein Serine/threonine-protein kinase AKT Homo sapiens FC = 0.99 n.a. PMID[568224]
NPT624 Tissue Plasma Mus musculus Cp = 700.0 nM PMID[568224]
NPT2 Others Unspecified Selectivity ratio = 4.0 n.a. PMID[568224]
NPT728 Individual Protein Serine/threonine-protein kinase AKT Homo sapiens FC = 0.97 n.a. PMID[568224]
NPT21742 CELL-LINE L02 Homo sapiens IC50 < 0.4 nM PMID[568225]
NPT23193 CELL-LINE Bel7402/5-FU Homo sapiens IC50 = 820.0 nM PMID[568226]
NPT21742 CELL-LINE L02 Homo sapiens IC50 < 1.0 nM PMID[568226]
NPT19 Organism Escherichia coli Escherichia coli Inhibition = 11.85 % PMID[568227]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa Inhibition = 10.94 % PMID[568227]
NPT20 Organism Candida albicans Candida albicans Inhibition = 51.33 % PMID[568227]
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans Inhibition = -9.22 % PMID[568227]
NPT747 Organism Acinetobacter baumannii Acinetobacter baumannii Inhibition = -7.42 % PMID[568227]
NPT2922 Organism Staphylococcus aureus subsp. aureus Staphylococcus aureus subsp. aureus Inhibition = 11.17 % PMID[568227]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae Inhibition = -5.16 % PMID[568227]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 11.4 % PMID[568228]
NPT5239 Organism Dengue virus 1 Dengue virus 1 EC50 = 54600.0 nM PMID[568230]
NPT194 Organism Dengue virus 2 Dengue virus 2 EC50 = 54600.0 nM PMID[568230]
NPT5238 Organism Dengue virus 3 Dengue virus 3 EC50 = 54600.0 nM PMID[568230]
NPT4328 Organism Dengue virus type 4 Dengue virus 4 EC50 = 54600.0 nM PMID[568230]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 12.23 % PMID[568231]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 24.08 % PMID[568232]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 6.1 % PMID[568233]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 1.21 % PMID[568234]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 = 20.0 nM PMID[568233]
NPT22224 CELL-LINE Vero C1008 Chlorocebus sabaeus CC50 = 60.0 nM PMID[568233]
NPT27 Others Unspecified Selectivity index = 3.0 n.a. PMID[568233]
NPT2 Others Unspecified EC50 = 5000.0 nM PMID[568235]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC55304 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC226226
0.8272 Intermediate Similarity NPC315731
0.825 Intermediate Similarity NPC139712
0.8228 Intermediate Similarity NPC476439
0.8182 Intermediate Similarity NPC477085
0.8101 Intermediate Similarity NPC469880
0.8052 Intermediate Similarity NPC477087
0.8052 Intermediate Similarity NPC477086
0.8049 Intermediate Similarity NPC184208
0.8049 Intermediate Similarity NPC8538
0.8046 Intermediate Similarity NPC473448
0.8025 Intermediate Similarity NPC86971
0.7949 Intermediate Similarity NPC329890
0.7922 Intermediate Similarity NPC4299
0.7907 Intermediate Similarity NPC316629
0.7901 Intermediate Similarity NPC323249
0.7901 Intermediate Similarity NPC27949
0.7901 Intermediate Similarity NPC260814
0.7901 Intermediate Similarity NPC39547
0.7857 Intermediate Similarity NPC116543
0.7831 Intermediate Similarity NPC112868
0.7821 Intermediate Similarity NPC319163
0.7821 Intermediate Similarity NPC67076
0.7808 Intermediate Similarity NPC26810
0.7792 Intermediate Similarity NPC101622
0.7791 Intermediate Similarity NPC311163
0.7778 Intermediate Similarity NPC84360
0.7778 Intermediate Similarity NPC233071
0.7753 Intermediate Similarity NPC475925
0.7727 Intermediate Similarity NPC133450
0.7722 Intermediate Similarity NPC327383
0.7722 Intermediate Similarity NPC185186
0.7722 Intermediate Similarity NPC329914
0.7701 Intermediate Similarity NPC313658
0.7701 Intermediate Similarity NPC471796
0.7701 Intermediate Similarity NPC316138
0.7692 Intermediate Similarity NPC304886
0.7692 Intermediate Similarity NPC476037
0.7683 Intermediate Similarity NPC192006
0.7683 Intermediate Similarity NPC248775
0.7683 Intermediate Similarity NPC93763
0.7683 Intermediate Similarity NPC108816
0.7674 Intermediate Similarity NPC471494
0.766 Intermediate Similarity NPC150923
0.7654 Intermediate Similarity NPC279537
0.7654 Intermediate Similarity NPC477202
0.7654 Intermediate Similarity NPC188860
0.7647 Intermediate Similarity NPC40746
0.7647 Intermediate Similarity NPC477667
0.7647 Intermediate Similarity NPC169575
0.764 Intermediate Similarity NPC177668
0.764 Intermediate Similarity NPC3952
0.764 Intermediate Similarity NPC475855
0.7625 Intermediate Similarity NPC470686
0.7619 Intermediate Similarity NPC191711
0.7619 Intermediate Similarity NPC316844
0.7619 Intermediate Similarity NPC88735
0.7619 Intermediate Similarity NPC325031
0.7595 Intermediate Similarity NPC472254
0.7595 Intermediate Similarity NPC316185
0.759 Intermediate Similarity NPC1180
0.759 Intermediate Similarity NPC470149
0.759 Intermediate Similarity NPC201225
0.759 Intermediate Similarity NPC470148
0.759 Intermediate Similarity NPC180725
0.7586 Intermediate Similarity NPC305475
0.7586 Intermediate Similarity NPC475461
0.7586 Intermediate Similarity NPC477668
0.7582 Intermediate Similarity NPC469491
0.7582 Intermediate Similarity NPC472467
0.7564 Intermediate Similarity NPC151481
0.7561 Intermediate Similarity NPC474026
0.7561 Intermediate Similarity NPC477203
0.7561 Intermediate Similarity NPC116177
0.7561 Intermediate Similarity NPC315394
0.7561 Intermediate Similarity NPC7563
0.7561 Intermediate Similarity NPC320630
0.7561 Intermediate Similarity NPC475711
0.7558 Intermediate Similarity NPC154893
0.7558 Intermediate Similarity NPC16887
0.7558 Intermediate Similarity NPC53011
0.7558 Intermediate Similarity NPC160517
0.7558 Intermediate Similarity NPC186155
0.7558 Intermediate Similarity NPC78673
0.7558 Intermediate Similarity NPC37005
0.7558 Intermediate Similarity NPC476804
0.7553 Intermediate Similarity NPC79631
0.7532 Intermediate Similarity NPC472266
0.7531 Intermediate Similarity NPC68624
0.7531 Intermediate Similarity NPC327041
0.7531 Intermediate Similarity NPC285840
0.7531 Intermediate Similarity NPC329852
0.7529 Intermediate Similarity NPC224455
0.7528 Intermediate Similarity NPC295312
0.7527 Intermediate Similarity NPC161493
0.7527 Intermediate Similarity NPC477949
0.75 Intermediate Similarity NPC45957
0.75 Intermediate Similarity NPC220221
0.75 Intermediate Similarity NPC160138
0.75 Intermediate Similarity NPC470147
0.75 Intermediate Similarity NPC471657
0.75 Intermediate Similarity NPC67584
0.75 Intermediate Similarity NPC199382
0.75 Intermediate Similarity NPC213698
0.75 Intermediate Similarity NPC170120
0.75 Intermediate Similarity NPC133226
0.75 Intermediate Similarity NPC52044
0.7473 Intermediate Similarity NPC295204
0.7473 Intermediate Similarity NPC475838
0.7473 Intermediate Similarity NPC162205
0.7473 Intermediate Similarity NPC228451
0.7473 Intermediate Similarity NPC125674
0.7473 Intermediate Similarity NPC476049
0.7473 Intermediate Similarity NPC273579
0.7473 Intermediate Similarity NPC288240
0.7471 Intermediate Similarity NPC470755
0.7471 Intermediate Similarity NPC255307
0.7471 Intermediate Similarity NPC471795
0.7471 Intermediate Similarity NPC146850
0.7471 Intermediate Similarity NPC261380
0.7471 Intermediate Similarity NPC287015
0.7471 Intermediate Similarity NPC21469
0.747 Intermediate Similarity NPC172066
0.747 Intermediate Similarity NPC267231
0.7468 Intermediate Similarity NPC476012
0.7447 Intermediate Similarity NPC65700
0.7444 Intermediate Similarity NPC472466
0.7444 Intermediate Similarity NPC179394
0.7444 Intermediate Similarity NPC144133
0.7442 Intermediate Similarity NPC44261
0.7442 Intermediate Similarity NPC473390
0.7442 Intermediate Similarity NPC250315
0.7442 Intermediate Similarity NPC311070
0.7442 Intermediate Similarity NPC474809
0.7442 Intermediate Similarity NPC231601
0.7442 Intermediate Similarity NPC472473
0.7442 Intermediate Similarity NPC131669
0.7439 Intermediate Similarity NPC476317
0.7419 Intermediate Similarity NPC213078
0.7419 Intermediate Similarity NPC24956
0.7419 Intermediate Similarity NPC18019
0.7416 Intermediate Similarity NPC476805
0.7416 Intermediate Similarity NPC207114
0.7416 Intermediate Similarity NPC475819
0.7416 Intermediate Similarity NPC217983
0.7412 Intermediate Similarity NPC475944
0.7412 Intermediate Similarity NPC47031
0.7412 Intermediate Similarity NPC24417
0.7407 Intermediate Similarity NPC474280
0.7407 Intermediate Similarity NPC315843
0.7391 Intermediate Similarity NPC474247
0.7391 Intermediate Similarity NPC470013
0.7391 Intermediate Similarity NPC262133
0.7391 Intermediate Similarity NPC90453
0.7391 Intermediate Similarity NPC127019
0.7391 Intermediate Similarity NPC323008
0.7391 Intermediate Similarity NPC57117
0.7391 Intermediate Similarity NPC256368
0.7391 Intermediate Similarity NPC477131
0.7391 Intermediate Similarity NPC470010
0.7391 Intermediate Similarity NPC198853
0.7386 Intermediate Similarity NPC122502
0.7386 Intermediate Similarity NPC61527
0.7386 Intermediate Similarity NPC64153
0.7381 Intermediate Similarity NPC321728
0.7381 Intermediate Similarity NPC164308
0.7381 Intermediate Similarity NPC477088
0.7368 Intermediate Similarity NPC251680
0.7363 Intermediate Similarity NPC473321
0.7363 Intermediate Similarity NPC221282
0.7363 Intermediate Similarity NPC158061
0.7363 Intermediate Similarity NPC472468
0.7356 Intermediate Similarity NPC82297
0.7356 Intermediate Similarity NPC472958
0.7356 Intermediate Similarity NPC114979
0.7356 Intermediate Similarity NPC96259
0.7356 Intermediate Similarity NPC266718
0.7356 Intermediate Similarity NPC191476
0.7356 Intermediate Similarity NPC158756
0.7356 Intermediate Similarity NPC472957
0.7356 Intermediate Similarity NPC141193
0.7349 Intermediate Similarity NPC474278
0.7342 Intermediate Similarity NPC475004
0.734 Intermediate Similarity NPC472290
0.7333 Intermediate Similarity NPC268298
0.7333 Intermediate Similarity NPC212598
0.7333 Intermediate Similarity NPC474032
0.7326 Intermediate Similarity NPC7414
0.7326 Intermediate Similarity NPC85772
0.7326 Intermediate Similarity NPC229825
0.7326 Intermediate Similarity NPC471298
0.7326 Intermediate Similarity NPC474252
0.732 Intermediate Similarity NPC183570
0.7317 Intermediate Similarity NPC113639
0.7312 Intermediate Similarity NPC272050
0.7303 Intermediate Similarity NPC191283
0.7294 Intermediate Similarity NPC115418
0.7283 Intermediate Similarity NPC472196
0.7283 Intermediate Similarity NPC472195
0.7283 Intermediate Similarity NPC238090

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC55304 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8148 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4249 Approved
0.7907 Intermediate Similarity NPD4251 Approved
0.7907 Intermediate Similarity NPD4250 Approved
0.7901 Intermediate Similarity NPD4268 Approved
0.7901 Intermediate Similarity NPD4271 Approved
0.7841 Intermediate Similarity NPD5785 Approved
0.7711 Intermediate Similarity NPD4821 Approved
0.7711 Intermediate Similarity NPD4820 Approved
0.7711 Intermediate Similarity NPD4822 Approved
0.7711 Intermediate Similarity NPD4819 Approved
0.7674 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD5363 Approved
0.7444 Intermediate Similarity NPD7838 Discovery
0.7442 Intermediate Similarity NPD5362 Discontinued
0.7368 Intermediate Similarity NPD7640 Approved
0.7368 Intermediate Similarity NPD7639 Approved
0.7326 Intermediate Similarity NPD4269 Approved
0.7326 Intermediate Similarity NPD6435 Approved
0.7326 Intermediate Similarity NPD4270 Approved
0.7294 Intermediate Similarity NPD4252 Approved
0.7263 Intermediate Similarity NPD7638 Approved
0.7262 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD7154 Phase 3
0.7241 Intermediate Similarity NPD5332 Approved
0.7241 Intermediate Similarity NPD5331 Approved
0.7209 Intermediate Similarity NPD4790 Discontinued
0.7191 Intermediate Similarity NPD5786 Approved
0.7113 Intermediate Similarity NPD5344 Discontinued
0.7093 Intermediate Similarity NPD5368 Approved
0.7083 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD46 Approved
0.7065 Intermediate Similarity NPD6698 Approved
0.7053 Intermediate Similarity NPD4792 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD5369 Approved
0.6989 Remote Similarity NPD7637 Suspended
0.6932 Remote Similarity NPD5209 Approved
0.6837 Remote Similarity NPD6648 Approved
0.6778 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6771 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4225 Approved
0.6731 Remote Similarity NPD6371 Approved
0.67 Remote Similarity NPD7632 Discontinued
0.6632 Remote Similarity NPD7983 Approved
0.6604 Remote Similarity NPD6053 Discontinued
0.6596 Remote Similarity NPD1695 Approved
0.6593 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5778 Approved
0.6562 Remote Similarity NPD5779 Approved
0.6556 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6686 Approved
0.6484 Remote Similarity NPD6695 Phase 3
0.6429 Remote Similarity NPD7503 Approved
0.6421 Remote Similarity NPD6051 Approved
0.6421 Remote Similarity NPD5370 Suspended
0.6344 Remote Similarity NPD1694 Approved
0.6333 Remote Similarity NPD7514 Phase 3
0.6329 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6647 Phase 2
0.6306 Remote Similarity NPD7328 Approved
0.6306 Remote Similarity NPD7327 Approved
0.6292 Remote Similarity NPD7145 Approved
0.6289 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6286 Remote Similarity NPD5697 Approved
0.6265 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6902 Approved
0.625 Remote Similarity NPD7516 Approved
0.625 Remote Similarity NPD368 Approved
0.6237 Remote Similarity NPD5766 Clinical (unspecified phase)
0.6226 Remote Similarity NPD6011 Approved
0.6226 Remote Similarity NPD6881 Approved
0.6226 Remote Similarity NPD6899 Approved
0.6222 Remote Similarity NPD6929 Approved
0.6216 Remote Similarity NPD7115 Discovery
0.6211 Remote Similarity NPD7524 Approved
0.6211 Remote Similarity NPD7750 Discontinued
0.62 Remote Similarity NPD7839 Suspended
0.6195 Remote Similarity NPD8377 Approved
0.6195 Remote Similarity NPD8294 Approved
0.618 Remote Similarity NPD6925 Approved
0.618 Remote Similarity NPD5776 Phase 2
0.617 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6168 Remote Similarity NPD6014 Approved
0.6168 Remote Similarity NPD6012 Approved
0.6168 Remote Similarity NPD6013 Approved
0.6154 Remote Similarity NPD6931 Approved
0.6154 Remote Similarity NPD6930 Phase 2
0.6154 Remote Similarity NPD7332 Phase 2
0.614 Remote Similarity NPD8335 Approved
0.614 Remote Similarity NPD8378 Approved
0.614 Remote Similarity NPD8379 Approved
0.614 Remote Similarity NPD8033 Approved
0.614 Remote Similarity NPD8296 Approved
0.614 Remote Similarity NPD8380 Approved
0.6139 Remote Similarity NPD6083 Phase 2
0.6139 Remote Similarity NPD6084 Phase 2
0.6132 Remote Similarity NPD6685 Approved
0.6129 Remote Similarity NPD6110 Phase 1
0.6111 Remote Similarity NPD6883 Approved
0.6111 Remote Similarity NPD7290 Approved
0.6111 Remote Similarity NPD7102 Approved
0.6105 Remote Similarity NPD7146 Approved
0.6105 Remote Similarity NPD7521 Approved
0.6105 Remote Similarity NPD6409 Approved
0.6105 Remote Similarity NPD6684 Approved
0.6105 Remote Similarity NPD5330 Approved
0.6105 Remote Similarity NPD7334 Approved
0.61 Remote Similarity NPD5695 Phase 3
0.6091 Remote Similarity NPD4632 Approved
0.6064 Remote Similarity NPD3133 Approved
0.6064 Remote Similarity NPD3665 Phase 1
0.6064 Remote Similarity NPD3666 Approved
0.6061 Remote Similarity NPD6399 Phase 3
0.6058 Remote Similarity NPD5211 Phase 2
0.6055 Remote Similarity NPD6847 Approved
0.6055 Remote Similarity NPD6649 Approved
0.6055 Remote Similarity NPD6869 Approved
0.6055 Remote Similarity NPD6650 Approved
0.6055 Remote Similarity NPD8130 Phase 1
0.6055 Remote Similarity NPD6617 Approved
0.6055 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4195 Approved
0.6042 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6402 Approved
0.6038 Remote Similarity NPD4211 Phase 1
0.6038 Remote Similarity NPD5739 Approved
0.6038 Remote Similarity NPD7128 Approved
0.6038 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD4756 Discovery
0.6 Remote Similarity NPD6932 Approved
0.6 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6 Remote Similarity NPD5282 Discontinued
0.6 Remote Similarity NPD6882 Approved
0.6 Remote Similarity NPD8297 Approved
0.5981 Remote Similarity NPD6412 Phase 2
0.5981 Remote Similarity NPD5701 Approved
0.5979 Remote Similarity NPD6903 Approved
0.5979 Remote Similarity NPD7513 Clinical (unspecified phase)
0.596 Remote Similarity NPD5693 Phase 1
0.596 Remote Similarity NPD7087 Discontinued
0.596 Remote Similarity NPD5284 Approved
0.596 Remote Similarity NPD5281 Approved
0.5955 Remote Similarity NPD8039 Approved
0.5943 Remote Similarity NPD5141 Approved
0.5934 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5932 Remote Similarity NPD7507 Approved
0.5929 Remote Similarity NPD6009 Approved
0.5926 Remote Similarity NPD7320 Approved
0.5922 Remote Similarity NPD5696 Approved
0.5918 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5918 Remote Similarity NPD6101 Approved
0.5913 Remote Similarity NPD6319 Approved
0.5904 Remote Similarity NPD3197 Phase 1
0.5904 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5897 Remote Similarity NPD342 Phase 1
0.5889 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5872 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6372 Approved
0.5872 Remote Similarity NPD6373 Approved
0.5865 Remote Similarity NPD5286 Approved
0.5865 Remote Similarity NPD4696 Approved
0.5865 Remote Similarity NPD5285 Approved
0.5862 Remote Similarity NPD7143 Approved
0.5862 Remote Similarity NPD7144 Approved
0.5862 Remote Similarity NPD5983 Phase 2
0.5854 Remote Similarity NPD4194 Approved
0.5854 Remote Similarity NPD4192 Approved
0.5854 Remote Similarity NPD4191 Approved
0.5854 Remote Similarity NPD4193 Approved
0.5849 Remote Similarity NPD5765 Approved
0.5843 Remote Similarity NPD6924 Approved
0.5843 Remote Similarity NPD6926 Approved
0.5833 Remote Similarity NPD6893 Approved
0.5818 Remote Similarity NPD6420 Discontinued
0.5816 Remote Similarity NPD5737 Approved
0.5816 Remote Similarity NPD6672 Approved
0.581 Remote Similarity NPD5223 Approved
0.5806 Remote Similarity NPD7525 Registered
0.5802 Remote Similarity NPD3198 Approved
0.58 Remote Similarity NPD6411 Approved
0.58 Remote Similarity NPD6079 Approved
0.5795 Remote Similarity NPD7151 Approved
0.5795 Remote Similarity NPD7150 Approved
0.5795 Remote Similarity NPD7152 Approved
0.5789 Remote Similarity NPD6317 Approved
0.5789 Remote Similarity NPD7505 Discontinued
0.5785 Remote Similarity NPD7319 Approved
0.5784 Remote Similarity NPD4629 Approved
0.5784 Remote Similarity NPD5210 Approved
0.5778 Remote Similarity NPD8264 Approved
0.5773 Remote Similarity NPD3618 Phase 1
0.5773 Remote Similarity NPD5279 Phase 3
0.5766 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7604 Phase 2
0.5758 Remote Similarity NPD4753 Phase 2
0.5755 Remote Similarity NPD5226 Approved
0.5755 Remote Similarity NPD4633 Approved
0.5755 Remote Similarity NPD5224 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data