Structure

Physi-Chem Properties

Molecular Weight:  256.04
Volume:  247.89
LogP:  2.726
LogD:  1.86
LogS:  -4.044
# Rotatable Bonds:  0
TPSA:  91.67
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.424
Synthetic Accessibility Score:  2.529
Fsp3:  0.071
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  2

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.894
MDCK Permeability:  1.6623525880277157e-05
Pgp-inhibitor:  0.059
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.768
20% Bioavailability (F20%):  0.545
30% Bioavailability (F30%):  0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.03
Plasma Protein Binding (PPB):  97.5836410522461%
Volume Distribution (VD):  0.617
Pgp-substrate:  2.577989339828491%

ADMET: Metabolism

CYP1A2-inhibitor:  0.939
CYP1A2-substrate:  0.092
CYP2C19-inhibitor:  0.094
CYP2C19-substrate:  0.065
CYP2C9-inhibitor:  0.463
CYP2C9-substrate:  0.514
CYP2D6-inhibitor:  0.334
CYP2D6-substrate:  0.187
CYP3A4-inhibitor:  0.398
CYP3A4-substrate:  0.118

ADMET: Excretion

Clearance (CL):  6.371
Half-life (T1/2):  0.333

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.089
Drug-inuced Liver Injury (DILI):  0.972
AMES Toxicity:  0.793
Rat Oral Acute Toxicity:  0.124
Maximum Recommended Daily Dose:  0.052
Skin Sensitization:  0.867
Carcinogencity:  0.595
Eye Corrosion:  0.011
Eye Irritation:  0.948
Respiratory Toxicity:  0.284

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

  Natural Product: NPC238629

Natural Product ID:  NPC238629
Common Name*:   Purpurin
IUPAC Name:   1,2,4-trihydroxyanthracene-9,10-dione
Synonyms:   1,2,4-Trihydroxy-Anthraquinone; Purpurin
Standard InCHIKey:  BBNQQADTFFCFGB-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H
SMILES:  c1ccc2c(c1)C(=O)c1c(cc(c(c1C2=O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL294264
PubChem CID:   6683
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000018] Anthracenes
        • [CHEMONTID:0000151] Anthraquinones
          • [CHEMONTID:0001598] Hydroxyanthraquinones

*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
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[18078747]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. PMID[22860454]
NPO20880 Conocybe siliginea Species Bolbitiaceae Eukaryota n.a. n.a. n.a. PMID[32816486]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[8176404]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[8882438]
NPO29836 Cassia obtusifolia Species Fabaceae Eukaryota n.a. seed n.a. PMID[9810700]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21199 Alangium platanifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29836 Cassia obtusifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21199 Alangium platanifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20572 Vepris louisii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29836 Cassia obtusifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25238 Rheum coreanum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20822 Asperula odora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19956 Pulveroboletus retipes Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20572 Vepris louisii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20880 Conocybe siliginea Species Bolbitiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8020 Lychnophora columnaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20064 Litsea konishii Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25238 Rheum coreanum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20364 Ophelia bicornis Species Opheliidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21199 Alangium platanifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15980 Croton penduliflorus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT80 Cell Line Raji Homo sapiens Activity > 80.0 % PMID[556262]
NPT80 Cell Line Raji Homo sapiens Activity = 70.0 % PMID[556262]
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 6309.6 nM PMID[556263]
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 3981.1 nM PMID[556264]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 3162.3 nM PMID[556264]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 7943.3 nM PMID[556263]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 15848.9 nM PMID[556264]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 22387.2 nM PMID[556263]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 316.2 nM PMID[556263]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 12589.3 nM PMID[556264]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 14125.4 nM PMID[556263]
NPT4033 Individual Protein Protein Rev Human immunodeficiency virus type 1 group M subtype B (isolate HXB2)(HIV-1) IC50 > 75434.0 nM PMID[556265]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 5011.9 nM PMID[556264]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 5011.9 nM PMID[556263]
NPT583 Individual Protein Inositol monophosphatase 1 Rattus norvegicus Potency = 10000.0 nM PMID[556264]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 28183.8 nM PMID[556263]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 22387.2 nM PMID[556264]
NPT157 Individual Protein Breast cancer type 1 susceptibility protein Homo sapiens Potency = 39810.7 nM PMID[556264]
NPT157 Individual Protein Breast cancer type 1 susceptibility protein Homo sapiens Potency = 39810.7 nM PMID[556263]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 12589.3 nM PMID[556264]
NPT1119 Individual Protein Arachidonate 12-lipoxygenase Homo sapiens Potency = 3548.1 nM PMID[556264]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 31622.8 nM PMID[556263]
NPT55 Individual Protein Putative fructose-1,6-bisphosphate aldolase Giardia intestinalis Potency = 17740.7 nM PMID[556263]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 19952.6 nM PMID[556264]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 25118.9 nM PMID[556263]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 28183.8 nM PMID[556264]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 25118.9 nM PMID[556263]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 39810.7 nM PMID[556264]
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency n.a. 22387.2 nM PMID[556266]
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency n.a. 31622.8 nM PMID[556264]
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency n.a. 7943.3 nM PMID[556263]
NPT4035 Individual Protein Female germline-specific tumor suppressor gld-1 Caenorhabditis elegans IC50 = 6688.0 nM PMID[556265]
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency n.a. 50118.7 nM PMID[556264]
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency n.a. 35481.3 nM PMID[556263]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 11220.2 nM PMID[556266]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 50118.7 nM PMID[556266]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 7079.5 nM PMID[556264]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 3981.1 nM PMID[556263]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 56234.1 nM PMID[556264]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 25118.9 nM PMID[556263]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 34673.69 nM PMID[556267]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 27415.74 nM PMID[556267]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 29922.65 nM PMID[556267]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 18967.06 nM PMID[556267]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 25234.81 nM PMID[556267]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 24043.63 nM PMID[556267]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 17823.79 nM PMID[556267]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 37931.5 nM PMID[556267]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 32734.07 nM PMID[556267]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 36475.39 nM PMID[556267]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 31045.6 nM PMID[556267]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 22438.82 nM PMID[556267]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 34040.82 nM PMID[556267]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 23713.74 nM PMID[556267]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 35645.11 nM PMID[556267]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 55462.57 nM PMID[556267]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 80723.5 nM PMID[556267]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 38106.58 nM PMID[556267]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 34119.29 nM PMID[556267]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 81283.05 nM PMID[556267]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 40086.67 nM PMID[556267]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 36728.23 nM PMID[556267]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 41495.4 nM PMID[556267]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 33573.76 nM PMID[556267]
NPT574 Cell Line XF498 Homo sapiens GI50 n.a. 22855.99 nM PMID[556267]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 41304.75 nM PMID[556267]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 43551.19 nM PMID[556267]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 25822.6 nM PMID[556267]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 41020.41 nM PMID[556267]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 43651.58 nM PMID[556267]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 21183.61 nM PMID[556267]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 32658.78 nM PMID[556267]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 44668.36 nM PMID[556267]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 85901.35 nM PMID[556267]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 24547.09 nM PMID[556267]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 36475.39 nM PMID[556267]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 50933.09 nM PMID[556267]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 42364.3 nM PMID[556267]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 31841.98 nM PMID[556267]
NPT731 Cell Line LXFL 529 Homo sapiens GI50 n.a. 37153.52 nM PMID[556267]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 30619.63 nM PMID[556267]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 34514.37 nM PMID[556267]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 26061.54 nM PMID[556267]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 43954.16 nM PMID[556267]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 31550.05 nM PMID[556267]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 51641.64 nM PMID[556267]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 25822.6 nM PMID[556267]
NPT577 Cell Line RXF 631 Homo sapiens GI50 n.a. 39355.01 nM PMID[556267]
NPT534 Individual Protein Phosphoglycerate kinase, glycosomal Trypanosoma brucei brucei Potency n.a. 10000.0 nM PMID[556266]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 49431.07 nM PMID[556267]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 38194.43 nM PMID[556267]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 31477.48 nM PMID[556267]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 34994.52 nM PMID[556267]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 38636.7 nM PMID[556267]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 21677.04 nM PMID[556267]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 33962.53 nM PMID[556267]
NPT100 Individual Protein Glutaminase kidney isoform, mitochondrial Homo sapiens Potency n.a. 17782.8 nM PMID[556266]
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency n.a. 39810.7 nM PMID[556266]
NPT159 Individual Protein Aberrant vpr protein Human immunodeficiency virus 1 Potency n.a. 35481.3 nM PMID[556266]
NPT2953 Individual Protein Acyl-CoA synthase Mycobacterium tuberculosis AC50 n.a. 2730.0 nM PMID[556266]
NPT1417 Individual Protein Transcriptional regulator ERG Homo sapiens Potency n.a. 11220.2 nM PMID[556266]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 25929.0 nM PMID[556266]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 29092.9 nM PMID[556264]
NPT4015 Individual Protein Matrix metalloproteinase 14 Homo sapiens IC50 = 30600.0 nM PMID[556266]
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency n.a. 891.3 nM PMID[556266]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 75193.0 nM PMID[556266]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 15848.9 nM PMID[556264]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 12589.3 nM PMID[556263]
NPT446 Individual Protein Rap guanine nucleotide exchange factor 3 Homo sapiens Potency n.a. 50118.7 nM PMID[556266]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 18887.6 nM PMID[556265]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens IC50 = 2500.0 nM PMID[556269]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens IC50 > 40000.0 nM PMID[556269]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens Inhibition = 23.3 % PMID[556269]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Activity = 36.6 % PMID[556269]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Activity = 55.2 % PMID[556269]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Activity = 54.4 % PMID[556269]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Activity = 63.9 % PMID[556269]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Ki = 422.0 nM PMID[556269]
NPT1604 Individual Protein Cytochrome P450 1B1 Homo sapiens Ki = 700.0 nM PMID[556270]
NPT1604 Individual Protein Cytochrome P450 1B1 Homo sapiens IC50 = 2200.0 nM PMID[556270]
NPT1603 Individual Protein Cytochrome P450 1A1 Homo sapiens IC50 = 5500.0 nM PMID[556270]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens IC50 = 2500.0 nM PMID[556271]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens IC50 = 2500.0 nM PMID[556273]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens IC50 > 40000.0 nM PMID[556273]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 21872.4 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 10870.7 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 48966.2 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 1000.0 nM PMID[556261]
NPT2 Others Unspecified Inhibition = 100.0 % PMID[556262]
NPT2 Others Unspecified Inhibition = 54.3 % PMID[556262]
NPT2 Others Unspecified Inhibition = 34.6 % PMID[556262]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 39810.7 nM PMID[556263]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 25118.9 nM PMID[556264]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 7079.5 nM PMID[556264]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 25118.9 nM PMID[556263]
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 5011.9 nM PMID[556264]
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 6309.6 nM PMID[556263]
NPT791 Individual Protein Cruzipain Trypanosoma cruzi Potency = 28183.8 nM PMID[556263]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 14125.4 nM PMID[556263]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 17782.8 nM PMID[556264]
NPT864 Individual Protein Lethal(3)malignant brain tumor-like protein 1 Homo sapiens Potency = 31622.8 nM PMID[556265]
NPT2 Others Unspecified Potency = 15848.9 nM PMID[556263]
NPT2 Others Unspecified Potency n.a. 12995.3 nM PMID[556266]
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency n.a. 79432.8 nM PMID[556266]
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency n.a. 63095.7 nM PMID[556266]
NPT9 Individual Protein DNA polymerase eta Homo sapiens Potency n.a. 31622.8 nM PMID[556266]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Potency n.a. 26854.5 nM PMID[556266]
NPT821 Individual Protein Werner syndrome ATP-dependent helicase Homo sapiens Potency n.a. 50118.7 nM PMID[556266]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Potency n.a. 50118.7 nM PMID[556266]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Potency n.a. 6012.0 nM PMID[556266]
NPT2 Others Unspecified Potency n.a. 14581.0 nM PMID[556266]
NPT861 Individual Protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency n.a. 9200.0 nM PMID[556266]
NPT2 Others Unspecified IC50 > 80000.0 nM PMID[556266]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 100.09 % PMID[556268]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 98.68 % PMID[556268]
NPT2 Others Unspecified Potency n.a. 11220.2 nM PMID[556266]
NPT9 Individual Protein DNA polymerase eta Homo sapiens Potency n.a. 42561.5 nM PMID[556266]
NPT831 Individual Protein Serine/threonine-protein kinase PLK1 Homo sapiens Potency n.a. 26679.5 nM PMID[556266]
NPT2 Others Unspecified Potency n.a. 10000.0 nM PMID[556266]
NPT2 Others Unspecified Potency n.a. 22387.2 nM PMID[556264]
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency n.a. 37933.0 nM PMID[556266]
NPT2 Others Unspecified Ratio IC50 > 16.0 n.a. PMID[556269]
NPT2 Others Unspecified Ratio IC50 = 2.5 n.a. PMID[556270]
NPT21773 SINGLE PROTEIN Thiosulfate sulfurtransferase Homo sapiens IC50 = 2300.0 nM PMID[556272]
NPT2 Others Unspecified IC50 > 63000.0 nM PMID[556272]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli IC50 = 4000.0 nM PMID[556272]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli IC50 = 15000.0 nM PMID[556272]
NPT21774 PROTEIN COMPLEX HSP60/HSP10 Homo sapiens IC50 = 23000.0 nM PMID[556272]
NPT21775 SINGLE PROTEIN 60 kDa chaperonin Escherichia coli (strain K12) IC50 > 250000.0 nM PMID[556272]
NPT2 Others Unspecified Ratio IC50 = 1.0 n.a. PMID[556272]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli Inhibition = 87.0 % PMID[556272]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli Inhibition = 94.0 % PMID[556272]
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24336.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54482.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 10870.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 15355.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 691.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 19493.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 50118.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48557.7 nM PubChem BioAssay data set

☑ 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 NPC238629 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
0.9779 High Similarity NPC203063
0.9559 High Similarity NPC147418
0.9338 High Similarity NPC44437
0.9281 High Similarity NPC143438
0.9265 High Similarity NPC294226
0.9236 High Similarity NPC471907
0.9209 High Similarity NPC416
0.9209 High Similarity NPC61398
0.9191 High Similarity NPC135801
0.9137 High Similarity NPC290030
0.9137 High Similarity NPC53414
0.9137 High Similarity NPC53206
0.9118 High Similarity NPC469526
0.9118 High Similarity NPC34070
0.9071 High Similarity NPC123714
0.9065 High Similarity NPC254847
0.9044 High Similarity NPC26697
0.9044 High Similarity NPC233056
0.9007 High Similarity NPC138099
0.9007 High Similarity NPC190457
0.9007 High Similarity NPC242994
0.9007 High Similarity NPC472903
0.9 High Similarity NPC471905
0.8993 High Similarity NPC129752
0.8993 High Similarity NPC258502
0.8986 High Similarity NPC312338
0.8986 High Similarity NPC149889
0.8958 High Similarity NPC244691
0.8947 High Similarity NPC311740
0.8944 High Similarity NPC181560
0.8944 High Similarity NPC169452
0.8929 High Similarity NPC65005
0.8929 High Similarity NPC194764
0.8929 High Similarity NPC264112
0.8897 High Similarity NPC234175
0.8882 High Similarity NPC84571
0.8881 High Similarity NPC290550
0.8881 High Similarity NPC472904
0.8857 High Similarity NPC14377
0.8851 High Similarity NPC280295
0.8851 High Similarity NPC48949
0.8849 High Similarity NPC267205
0.8824 High Similarity NPC107672
0.8819 High Similarity NPC193555
0.8819 High Similarity NPC291078
0.8819 High Similarity NPC73061
0.8803 High Similarity NPC175552
0.88 High Similarity NPC107109
0.8794 High Similarity NPC223836
0.8792 High Similarity NPC35
0.8786 High Similarity NPC282780
0.8786 High Similarity NPC166480
0.8768 High Similarity NPC244441
0.8768 High Similarity NPC117609
0.875 High Similarity NPC246638
0.875 High Similarity NPC92079
0.875 High Similarity NPC204045
0.875 High Similarity NPC305845
0.875 High Similarity NPC8745
0.875 High Similarity NPC178976
0.875 High Similarity NPC96915
0.8723 High Similarity NPC72918
0.8716 High Similarity NPC218490
0.871 High Similarity NPC101769
0.8707 High Similarity NPC476535
0.8705 High Similarity NPC205992
0.8699 High Similarity NPC193703
0.8699 High Similarity NPC471906
0.8699 High Similarity NPC21599
0.8696 High Similarity NPC99731
0.869 High Similarity NPC135524
0.8684 High Similarity NPC77807
0.8684 High Similarity NPC14561
0.8684 High Similarity NPC5379
0.8676 High Similarity NPC103540
0.8676 High Similarity NPC10926
0.8667 High Similarity NPC202157
0.8662 High Similarity NPC191976
0.8627 High Similarity NPC199463
0.8627 High Similarity NPC37543
0.8621 High Similarity NPC187843
0.8603 High Similarity NPC13238
0.8601 High Similarity NPC170742
0.86 High Similarity NPC294646
0.86 High Similarity NPC10467
0.8592 High Similarity NPC161632
0.8591 High Similarity NPC118726
0.8591 High Similarity NPC194856
0.8591 High Similarity NPC287395
0.8591 High Similarity NPC183655
0.8591 High Similarity NPC12367
0.8591 High Similarity NPC276930
0.8582 High Similarity NPC52407
0.8571 High Similarity NPC19896
0.8571 High Similarity NPC48762
0.8571 High Similarity NPC10764
0.8571 High Similarity NPC257025
0.8562 High Similarity NPC142339
0.8562 High Similarity NPC474961
0.8562 High Similarity NPC137649
0.8561 High Similarity NPC92624
0.8553 High Similarity NPC89474
0.8543 High Similarity NPC251110
0.8543 High Similarity NPC78505
0.8535 High Similarity NPC26386
0.8533 High Similarity NPC134293
0.8529 High Similarity NPC375356
0.8526 High Similarity NPC470694
0.8526 High Similarity NPC329760
0.8523 High Similarity NPC239312
0.8523 High Similarity NPC37709
0.8523 High Similarity NPC130230
0.8523 High Similarity NPC275772
0.8523 High Similarity NPC476463
0.8523 High Similarity NPC207729
0.8516 High Similarity NPC119224
0.8516 High Similarity NPC235018
0.8516 High Similarity NPC45146
0.8514 High Similarity NPC34482
0.8514 High Similarity NPC160777
0.8514 High Similarity NPC73416
0.8511 High Similarity NPC175738
0.8511 High Similarity NPC70622
0.8506 High Similarity NPC236796
0.8503 High Similarity NPC287722
0.85 High Similarity NPC147757
0.85 High Similarity NPC259942
0.8497 Intermediate Similarity NPC39184
0.8497 Intermediate Similarity NPC472048
0.8491 Intermediate Similarity NPC165979
0.8491 Intermediate Similarity NPC163130
0.8489 Intermediate Similarity NPC282923
0.8489 Intermediate Similarity NPC179898
0.8487 Intermediate Similarity NPC291802
0.8487 Intermediate Similarity NPC181209
0.8487 Intermediate Similarity NPC245382
0.8487 Intermediate Similarity NPC209487
0.8487 Intermediate Similarity NPC131266
0.8487 Intermediate Similarity NPC121522
0.8487 Intermediate Similarity NPC216769
0.8487 Intermediate Similarity NPC35763
0.8487 Intermediate Similarity NPC100971
0.8487 Intermediate Similarity NPC269451
0.8487 Intermediate Similarity NPC100263
0.8477 Intermediate Similarity NPC248102
0.8477 Intermediate Similarity NPC476532
0.8477 Intermediate Similarity NPC61620
0.8477 Intermediate Similarity NPC45873
0.8477 Intermediate Similarity NPC62042
0.8477 Intermediate Similarity NPC85131
0.8471 Intermediate Similarity NPC207690
0.8462 Intermediate Similarity NPC32694
0.8456 Intermediate Similarity NPC91478
0.8456 Intermediate Similarity NPC32032
0.8456 Intermediate Similarity NPC133909
0.8456 Intermediate Similarity NPC470570
0.8456 Intermediate Similarity NPC300274
0.8452 Intermediate Similarity NPC185258
0.8452 Intermediate Similarity NPC172770
0.8452 Intermediate Similarity NPC100123
0.8446 Intermediate Similarity NPC242893
0.8446 Intermediate Similarity NPC38065
0.8442 Intermediate Similarity NPC470762
0.8442 Intermediate Similarity NPC474167
0.8442 Intermediate Similarity NPC274730
0.844 Intermediate Similarity NPC93015
0.8431 Intermediate Similarity NPC206238
0.8431 Intermediate Similarity NPC292214
0.8431 Intermediate Similarity NPC93552
0.8431 Intermediate Similarity NPC167091
0.8431 Intermediate Similarity NPC124714
0.8431 Intermediate Similarity NPC88645
0.8431 Intermediate Similarity NPC271779
0.8428 Intermediate Similarity NPC234331
0.8428 Intermediate Similarity NPC107009
0.8425 Intermediate Similarity NPC183345
0.8421 Intermediate Similarity NPC473201
0.8421 Intermediate Similarity NPC302783
0.8421 Intermediate Similarity NPC45291
0.8421 Intermediate Similarity NPC118427
0.8421 Intermediate Similarity NPC19980
0.8421 Intermediate Similarity NPC204515
0.8421 Intermediate Similarity NPC227485
0.8417 Intermediate Similarity NPC214620
0.8414 Intermediate Similarity NPC13715
0.8414 Intermediate Similarity NPC4214
0.8414 Intermediate Similarity NPC206207
0.8411 Intermediate Similarity NPC296197
0.8411 Intermediate Similarity NPC216318
0.8411 Intermediate Similarity NPC102003
0.8411 Intermediate Similarity NPC17286
0.8411 Intermediate Similarity NPC259713
0.8411 Intermediate Similarity NPC195351
0.8411 Intermediate Similarity NPC92722
0.8408 Intermediate Similarity NPC294965
0.8403 Intermediate Similarity NPC155211
0.8403 Intermediate Similarity NPC272268
0.8403 Intermediate Similarity NPC474813
0.8403 Intermediate Similarity NPC118919
0.84 Intermediate Similarity NPC190648

  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 NPC238629 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
0.9191 High Similarity NPD943 Approved
0.9065 High Similarity NPD1509 Clinical (unspecified phase)
0.8929 High Similarity NPD651 Clinical (unspecified phase)
0.8676 High Similarity NPD1470 Approved
0.8382 Intermediate Similarity NPD1201 Approved
0.8322 Intermediate Similarity NPD7390 Discontinued
0.8322 Intermediate Similarity NPD1511 Approved
0.8212 Intermediate Similarity NPD1512 Approved
0.8194 Intermediate Similarity NPD2801 Approved
0.8176 Intermediate Similarity NPD6232 Discontinued
0.8137 Intermediate Similarity NPD7473 Discontinued
0.8077 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8058 Intermediate Similarity NPD9269 Phase 2
0.8026 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD1934 Approved
0.7973 Intermediate Similarity NPD5404 Approved
0.7973 Intermediate Similarity NPD5406 Approved
0.7973 Intermediate Similarity NPD5405 Approved
0.7973 Intermediate Similarity NPD5408 Approved
0.7905 Intermediate Similarity NPD1510 Phase 2
0.781 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD1607 Approved
0.777 Intermediate Similarity NPD9268 Approved
0.7755 Intermediate Similarity NPD1240 Approved
0.775 Intermediate Similarity NPD3882 Suspended
0.7736 Intermediate Similarity NPD1465 Phase 2
0.7703 Intermediate Similarity NPD230 Phase 1
0.7662 Intermediate Similarity NPD3300 Phase 2
0.7658 Intermediate Similarity NPD4380 Phase 2
0.7651 Intermediate Similarity NPD3818 Discontinued
0.764 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD6166 Phase 2
0.7636 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD1549 Phase 2
0.7607 Intermediate Similarity NPD5494 Approved
0.7605 Intermediate Similarity NPD5844 Phase 1
0.7566 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1164 Approved
0.7516 Intermediate Similarity NPD7819 Suspended
0.7516 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2935 Discontinued
0.7485 Intermediate Similarity NPD3749 Approved
0.7484 Intermediate Similarity NPD3226 Approved
0.7455 Intermediate Similarity NPD6959 Discontinued
0.7452 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD3750 Approved
0.7372 Intermediate Similarity NPD6190 Approved
0.7371 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD3817 Phase 2
0.7353 Intermediate Similarity NPD7074 Phase 3
0.7342 Intermediate Similarity NPD2534 Approved
0.7342 Intermediate Similarity NPD2532 Approved
0.7342 Intermediate Similarity NPD2533 Approved
0.7294 Intermediate Similarity NPD7054 Approved
0.7288 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7075 Discontinued
0.7273 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD3764 Approved
0.7256 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD7472 Approved
0.7246 Intermediate Similarity NPD1247 Approved
0.7226 Intermediate Similarity NPD2346 Discontinued
0.7209 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD6797 Phase 2
0.7195 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD7411 Suspended
0.7168 Intermediate Similarity NPD7251 Discontinued
0.7161 Intermediate Similarity NPD2796 Approved
0.7159 Intermediate Similarity NPD8150 Discontinued
0.7152 Intermediate Similarity NPD5402 Approved
0.7135 Intermediate Similarity NPD3751 Discontinued
0.7134 Intermediate Similarity NPD2800 Approved
0.7133 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD6234 Discontinued
0.7117 Intermediate Similarity NPD6599 Discontinued
0.7115 Intermediate Similarity NPD2344 Approved
0.7111 Intermediate Similarity NPD6534 Approved
0.7111 Intermediate Similarity NPD6535 Approved
0.7103 Intermediate Similarity NPD3019 Approved
0.7097 Intermediate Similarity NPD3748 Approved
0.7097 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD8166 Discontinued
0.7067 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6799 Approved
0.7059 Intermediate Similarity NPD3926 Phase 2
0.7051 Intermediate Similarity NPD1551 Phase 2
0.7037 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD6801 Discontinued
0.703 Intermediate Similarity NPD37 Approved
0.7029 Intermediate Similarity NPD7808 Phase 3
0.7018 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD447 Suspended
0.7011 Intermediate Similarity NPD6778 Approved
0.7011 Intermediate Similarity NPD6776 Approved
0.7011 Intermediate Similarity NPD6782 Approved
0.7011 Intermediate Similarity NPD6780 Approved
0.7011 Intermediate Similarity NPD6777 Approved
0.7011 Intermediate Similarity NPD6779 Approved
0.7011 Intermediate Similarity NPD6781 Approved
0.7006 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7768 Phase 2
0.6995 Remote Similarity NPD7699 Phase 2
0.6995 Remote Similarity NPD7700 Phase 2
0.6986 Remote Similarity NPD2932 Approved
0.6981 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6978 Remote Similarity NPD74 Approved
0.6978 Remote Similarity NPD9266 Approved
0.6971 Remote Similarity NPD6559 Discontinued
0.6954 Remote Similarity NPD9494 Approved
0.6948 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6948 Remote Similarity NPD1613 Approved
0.6937 Remote Similarity NPD2309 Approved
0.6929 Remote Similarity NPD3021 Approved
0.6929 Remote Similarity NPD3022 Approved
0.6928 Remote Similarity NPD2313 Discontinued
0.6923 Remote Similarity NPD919 Approved
0.6919 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6918 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6906 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6906 Remote Similarity NPD9264 Approved
0.6906 Remote Similarity NPD9267 Approved
0.6906 Remote Similarity NPD9263 Approved
0.6905 Remote Similarity NPD4967 Phase 2
0.6905 Remote Similarity NPD4965 Approved
0.6905 Remote Similarity NPD4966 Approved
0.6899 Remote Similarity NPD1471 Phase 3
0.6898 Remote Similarity NPD7435 Discontinued
0.6897 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6020 Phase 2
0.6879 Remote Similarity NPD2799 Discontinued
0.6868 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6868 Remote Similarity NPD6212 Phase 3
0.6868 Remote Similarity NPD6213 Phase 3
0.6839 Remote Similarity NPD7228 Approved
0.6838 Remote Similarity NPD1242 Phase 1
0.6835 Remote Similarity NPD6099 Approved
0.6835 Remote Similarity NPD6100 Approved
0.6829 Remote Similarity NPD920 Approved
0.6828 Remote Similarity NPD9493 Approved
0.6821 Remote Similarity NPD1203 Approved
0.6813 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6813 Remote Similarity NPD1243 Approved
0.681 Remote Similarity NPD642 Clinical (unspecified phase)
0.6809 Remote Similarity NPD7697 Approved
0.6809 Remote Similarity NPD7696 Phase 3
0.6809 Remote Similarity NPD7698 Approved
0.6806 Remote Similarity NPD8151 Discontinued
0.6802 Remote Similarity NPD3787 Discontinued
0.6802 Remote Similarity NPD5711 Approved
0.6802 Remote Similarity NPD5710 Approved
0.6798 Remote Similarity NPD8313 Approved
0.6798 Remote Similarity NPD8312 Approved
0.678 Remote Similarity NPD5029 Approved
0.678 Remote Similarity NPD5031 Approved
0.678 Remote Similarity NPD5027 Approved
0.6776 Remote Similarity NPD2798 Approved
0.6772 Remote Similarity NPD7870 Phase 2
0.6772 Remote Similarity NPD7871 Phase 2
0.6754 Remote Similarity NPD7701 Phase 2
0.6753 Remote Similarity NPD3027 Phase 3
0.6752 Remote Similarity NPD6651 Approved
0.6744 Remote Similarity NPD7199 Phase 2
0.6742 Remote Similarity NPD5026 Approved
0.6742 Remote Similarity NPD5034 Approved
0.6742 Remote Similarity NPD36 Approved
0.6742 Remote Similarity NPD4955 Approved
0.6742 Remote Similarity NPD5028 Approved
0.6742 Remote Similarity NPD4954 Approved
0.6727 Remote Similarity NPD5403 Approved
0.6723 Remote Similarity NPD5953 Discontinued
0.6711 Remote Similarity NPD3026 Approved
0.6711 Remote Similarity NPD3023 Approved
0.6707 Remote Similarity NPD5401 Approved
0.669 Remote Similarity NPD4750 Phase 3
0.669 Remote Similarity NPD9281 Approved
0.6689 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6689 Remote Similarity NPD3024 Approved
0.6689 Remote Similarity NPD3025 Approved
0.6687 Remote Similarity NPD643 Clinical (unspecified phase)
0.6685 Remote Similarity NPD5037 Approved
0.6685 Remote Similarity NPD5030 Phase 2
0.6685 Remote Similarity NPD8434 Phase 2
0.6685 Remote Similarity NPD5038 Approved
0.6684 Remote Similarity NPD8320 Phase 1
0.6684 Remote Similarity NPD8319 Approved
0.6684 Remote Similarity NPD7874 Approved
0.6684 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7003 Approved
0.6667 Remote Similarity NPD846 Approved
0.6667 Remote Similarity NPD6823 Phase 2
0.6667 Remote Similarity NPD2342 Discontinued
0.6667 Remote Similarity NPD4628 Phase 3
0.6667 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7635 Approved
0.6667 Remote Similarity NPD940 Approved
0.6667 Remote Similarity NPD7184 Clinical (unspecified phase)

  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