Structure

Physi-Chem Properties

Molecular Weight:  288.0
Volume:  235.254
LogP:  2.167
LogD:  2.01
LogS:  -2.929
# Rotatable Bonds:  1
TPSA:  68.32
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.633
Synthetic Accessibility Score:  2.996
Fsp3:  0.0
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:  -4.849
MDCK Permeability:  6.374816166498931e-06
Pgp-inhibitor:  0.006
Pgp-substrate:  0.059
Human Intestinal Absorption (HIA):  0.02
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.022

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.633
Plasma Protein Binding (PPB):  92.53993225097656%
Volume Distribution (VD):  0.966
Pgp-substrate:  12.287066459655762%

ADMET: Metabolism

CYP1A2-inhibitor:  0.566
CYP1A2-substrate:  0.816
CYP2C19-inhibitor:  0.159
CYP2C19-substrate:  0.048
CYP2C9-inhibitor:  0.079
CYP2C9-substrate:  0.053
CYP2D6-inhibitor:  0.779
CYP2D6-substrate:  0.766
CYP3A4-inhibitor:  0.275
CYP3A4-substrate:  0.108

ADMET: Excretion

Clearance (CL):  3.296
Half-life (T1/2):  0.843

ADMET: Toxicity

hERG Blockers:  0.863
Human Hepatotoxicity (H-HT):  0.98
Drug-inuced Liver Injury (DILI):  0.926
AMES Toxicity:  0.021
Rat Oral Acute Toxicity:  0.985
Maximum Recommended Daily Dose:  0.955
Skin Sensitization:  0.596
Carcinogencity:  0.148
Eye Corrosion:  0.004
Eye Irritation:  0.298
Respiratory Toxicity:  0.929

Download Data

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

  Natural Product: NPC17751

Natural Product ID:  NPC17751
Common Name*:   Meridianin D
IUPAC Name:   4-(6-bromo-1H-indol-3-yl)pyrimidin-2-amine
Synonyms:   Meridianin D
Standard InCHIKey:  VBPYLWZBNRFLEM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H9BrN4/c13-7-1-2-8-9(6-16-11(8)5-7)10-3-4-15-12(14)17-10/h1-6,16H,(H2,14,15,17)
SMILES:  Brc1ccc2c(c1)[nH]cc2c1cc[nH]c(=N)n1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL46440
PubChem CID:   401171
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles and derivatives
        • [CHEMONTID:0002497] Indoles

*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
NPO25046 Aplidium meridianum Species Polyclinidae Eukaryota n.a. South Georgia Islands, South Atlantic n.a. PMID[15026054]
NPO25046 Aplidium meridianum Species Polyclinidae Eukaryota n.a. n.a. n.a. PMID[9748381]
NPO25046 Aplidium meridianum Species Polyclinidae 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
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens IC50 = 2500.0 nM PMID[548990]
NPT6587 Cell Line PTP IC50 = 42000.0 nM PMID[548990]
NPT1171 Cell Line HEp-2 Homo sapiens IC50 = 7300.0 nM PMID[548990]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 36600.0 nM PMID[548990]
NPT2454 Cell Line RD Homo sapiens IC50 = 21700.0 nM PMID[548990]
NPT466 Cell Line U-937 Homo sapiens IC50 = 16900.0 nM PMID[548990]
NPT6311 Cell Line LMM3 cell line IC50 = 33900.0 nM PMID[548990]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 25000.0 nM PMID[548992]
NPT744 Cell Line IMR-32 Homo sapiens IC50 > 25000.0 nM PMID[548992]
NPT519 Cell Line SH-SY5Y Homo sapiens IC50 > 25000.0 nM PMID[548992]
NPT804 Cell Line HT-22 Mus musculus IC50 > 25000.0 nM PMID[548992]
NPT1681 Individual Protein Dual specificty protein kinase CLK1 Homo sapiens IC50 = 120.0 nM PMID[548992]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 21677.04 nM PMID[548993]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 21037.78 nM PMID[548993]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 25176.77 nM PMID[548993]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 18706.82 nM PMID[548993]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 19769.7 nM PMID[548993]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 29241.52 nM PMID[548993]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 23659.2 nM PMID[548993]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 32583.67 nM PMID[548993]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 34514.37 nM PMID[548993]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 18923.44 nM PMID[548993]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 34833.73 nM PMID[548993]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 33496.54 nM PMID[548993]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 28773.98 nM PMID[548993]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 24717.24 nM PMID[548993]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 29991.63 nM PMID[548993]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 30831.88 nM PMID[548993]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 30831.88 nM PMID[548993]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 17498.47 nM PMID[548993]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 35727.28 nM PMID[548993]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 20701.41 nM PMID[548993]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 33189.45 nM PMID[548993]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 17338.04 nM PMID[548993]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 22284.35 nM PMID[548993]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 33342.64 nM PMID[548993]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 17701.09 nM PMID[548993]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 24154.61 nM PMID[548993]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 24547.09 nM PMID[548993]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 24099.05 nM PMID[548993]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 22646.44 nM PMID[548993]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 48865.24 nM PMID[548993]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 25292.98 nM PMID[548993]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 31188.9 nM PMID[548993]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 19952.62 nM PMID[548993]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 15703.63 nM PMID[548993]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 25061.09 nM PMID[548993]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 20464.45 nM PMID[548993]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 25061.09 nM PMID[548993]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 18578.04 nM PMID[548993]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 31045.6 nM PMID[548993]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 19906.73 nM PMID[548993]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 1592.21 nM PMID[548993]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 30130.06 nM PMID[548993]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 29107.17 nM PMID[548993]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 29991.63 nM PMID[548993]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 30408.85 nM PMID[548993]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 22029.26 nM PMID[548993]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 26546.06 nM PMID[548993]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 12647.36 nM PMID[548993]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 23713.74 nM PMID[548993]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 35318.32 nM PMID[548993]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 25882.13 nM PMID[548993]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 30199.52 nM PMID[548993]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 21478.3 nM PMID[548993]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 41114.97 nM PMID[548993]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 45603.69 nM PMID[548993]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 30549.21 nM PMID[548993]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 20323.57 nM PMID[548993]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 15488.17 nM PMID[548993]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 18663.8 nM PMID[548993]
NPT6311 Cell Line LMM3 cell line IC50 = 33900.0 nM PMID[548994]
NPT1570 Protein Complex Cyclin-dependent kinase 1/cyclin B Homo sapiens IC50 = 13000.0 nM PMID[548990]
NPT1509 Protein Complex Cyclin-dependent kinase 5/CDK5 activator 1 Homo sapiens IC50 = 5500.0 nM PMID[548990]
NPT321 Protein Family cAMP-dependent protein kinase (PKA) Homo sapiens IC50 = 1000.0 nM PMID[548990]
NPT2 Others Unspecified IC50 = 800.0 nM PMID[548990]
NPT3108 Protein Family Casein kinase I Homo sapiens IC50 = 100000.0 nM PMID[548990]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 33900.0 nM PMID[548991]
NPT84 Individual Protein Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus IC50 = 130.0 nM PMID[548992]
NPT22078 PROTEIN FAMILY Glycogen synthase kinase-3 Sus scrofa IC50 = 7200.0 nM PMID[548992]
NPT2 Others Unspecified IC50 = 3800.0 nM PMID[548992]
NPT1509 Protein Complex Cyclin-dependent kinase 5/CDK5 activator 1 Homo sapiens IC50 = 1200.0 nM PMID[548992]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IC50 = 21500.0 nM PMID[548995]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis EC50 = 51000.0 nM PMID[548995]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis FC = 0.0 n.a. PMID[548995]
NPT20950 CELL-LINE Erythrocyte n.a. Activity = 13.0 % PMID[548995]
NPT20950 CELL-LINE Erythrocyte n.a. Activity = 8.0 % PMID[548995]
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis MIC = 200000.0 nM PMID[548995]

☑ 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 NPC17751 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
0.949 High Similarity NPC280297
0.9481 High Similarity NPC280864
0.9338 High Similarity NPC141926
0.9133 High Similarity NPC143872
0.908 High Similarity NPC307191
0.8961 High Similarity NPC232798
0.8924 High Similarity NPC247987
0.8868 High Similarity NPC274229
0.8827 High Similarity NPC477611
0.8824 High Similarity NPC477167
0.8824 High Similarity NPC304187
0.8824 High Similarity NPC473342
0.8824 High Similarity NPC477166
0.8805 High Similarity NPC149265
0.8782 High Similarity NPC34844
0.865 High Similarity NPC82331
0.8645 High Similarity NPC2272
0.8636 High Similarity NPC316069
0.8631 High Similarity NPC108011
0.8606 High Similarity NPC474958
0.86 High Similarity NPC125746
0.8562 High Similarity NPC122141
0.8533 High Similarity NPC96102
0.8477 Intermediate Similarity NPC84911
0.8477 Intermediate Similarity NPC105127
0.8448 Intermediate Similarity NPC188821
0.8448 Intermediate Similarity NPC474180
0.8411 Intermediate Similarity NPC261195
0.8411 Intermediate Similarity NPC29886
0.8366 Intermediate Similarity NPC73767
0.8366 Intermediate Similarity NPC110126
0.8333 Intermediate Similarity NPC470204
0.8312 Intermediate Similarity NPC469783
0.8312 Intermediate Similarity NPC469761
0.8312 Intermediate Similarity NPC469779
0.8312 Intermediate Similarity NPC469784
0.8312 Intermediate Similarity NPC469780
0.8312 Intermediate Similarity NPC279081
0.8312 Intermediate Similarity NPC469767
0.8312 Intermediate Similarity NPC469768
0.8284 Intermediate Similarity NPC276540
0.8284 Intermediate Similarity NPC233050
0.8282 Intermediate Similarity NPC470203
0.8267 Intermediate Similarity NPC82295
0.8258 Intermediate Similarity NPC469766
0.8258 Intermediate Similarity NPC474389
0.8253 Intermediate Similarity NPC97343
0.8205 Intermediate Similarity NPC190296
0.8194 Intermediate Similarity NPC230002
0.8187 Intermediate Similarity NPC243381
0.8187 Intermediate Similarity NPC275292
0.8165 Intermediate Similarity NPC288838
0.8113 Intermediate Similarity NPC469811
0.8101 Intermediate Similarity NPC314372
0.8101 Intermediate Similarity NPC204141
0.8101 Intermediate Similarity NPC159856
0.8079 Intermediate Similarity NPC22079
0.8068 Intermediate Similarity NPC231536
0.8063 Intermediate Similarity NPC321911
0.8061 Intermediate Similarity NPC225018
0.805 Intermediate Similarity NPC63545
0.8012 Intermediate Similarity NPC53947
0.8011 Intermediate Similarity NPC220797
0.8011 Intermediate Similarity NPC153123
0.8011 Intermediate Similarity NPC268744
0.8011 Intermediate Similarity NPC475914
0.8011 Intermediate Similarity NPC201266
0.8011 Intermediate Similarity NPC474318
0.8 Intermediate Similarity NPC201380
0.8 Intermediate Similarity NPC179787
0.8 Intermediate Similarity NPC471957
0.7989 Intermediate Similarity NPC110158
0.7979 Intermediate Similarity NPC128084
0.7967 Intermediate Similarity NPC303820
0.7967 Intermediate Similarity NPC13456
0.7967 Intermediate Similarity NPC106771
0.7967 Intermediate Similarity NPC77241
0.7967 Intermediate Similarity NPC166209
0.7967 Intermediate Similarity NPC23420
0.7967 Intermediate Similarity NPC205254
0.7967 Intermediate Similarity NPC269203
0.7939 Intermediate Similarity NPC206819
0.7939 Intermediate Similarity NPC318065
0.7923 Intermediate Similarity NPC52909
0.7923 Intermediate Similarity NPC475935
0.7923 Intermediate Similarity NPC94211
0.7917 Intermediate Similarity NPC49217
0.7914 Intermediate Similarity NPC325903
0.7901 Intermediate Similarity NPC105818
0.7901 Intermediate Similarity NPC24678
0.7898 Intermediate Similarity NPC316811
0.7892 Intermediate Similarity NPC279918
0.7853 Intermediate Similarity NPC470823
0.7853 Intermediate Similarity NPC216713
0.7844 Intermediate Similarity NPC282231
0.7821 Intermediate Similarity NPC325252
0.7805 Intermediate Similarity NPC469760
0.7805 Intermediate Similarity NPC259644
0.7805 Intermediate Similarity NPC25008
0.7805 Intermediate Similarity NPC469786
0.7805 Intermediate Similarity NPC469763
0.7805 Intermediate Similarity NPC200214
0.7805 Intermediate Similarity NPC469765
0.7805 Intermediate Similarity NPC73952
0.7771 Intermediate Similarity NPC216643
0.7771 Intermediate Similarity NPC286427
0.7758 Intermediate Similarity NPC211572
0.7758 Intermediate Similarity NPC75540
0.7758 Intermediate Similarity NPC212376
0.7758 Intermediate Similarity NPC80597
0.7758 Intermediate Similarity NPC70922
0.7756 Intermediate Similarity NPC198988
0.7735 Intermediate Similarity NPC88315
0.7725 Intermediate Similarity NPC135141
0.7725 Intermediate Similarity NPC92796
0.7725 Intermediate Similarity NPC56765
0.7725 Intermediate Similarity NPC41257
0.7717 Intermediate Similarity NPC477004
0.7711 Intermediate Similarity NPC469785
0.7707 Intermediate Similarity NPC218268
0.7706 Intermediate Similarity NPC49954
0.7706 Intermediate Similarity NPC54988
0.7706 Intermediate Similarity NPC474561
0.7701 Intermediate Similarity NPC240088
0.7701 Intermediate Similarity NPC473380
0.7697 Intermediate Similarity NPC250361
0.7677 Intermediate Similarity NPC101165
0.7665 Intermediate Similarity NPC469762
0.7665 Intermediate Similarity NPC236711
0.7661 Intermediate Similarity NPC63751
0.7647 Intermediate Similarity NPC2165
0.7636 Intermediate Similarity NPC470233
0.763 Intermediate Similarity NPC64055
0.7629 Intermediate Similarity NPC477114
0.7622 Intermediate Similarity NPC237414
0.7616 Intermediate Similarity NPC194411
0.7604 Intermediate Similarity NPC473218
0.7604 Intermediate Similarity NPC470702
0.7602 Intermediate Similarity NPC109447
0.7597 Intermediate Similarity NPC473762
0.7588 Intermediate Similarity NPC317105
0.7588 Intermediate Similarity NPC90723
0.7574 Intermediate Similarity NPC44773
0.7574 Intermediate Similarity NPC131718
0.7574 Intermediate Similarity NPC215584
0.7572 Intermediate Similarity NPC470498
0.7565 Intermediate Similarity NPC470703
0.7562 Intermediate Similarity NPC88097
0.7557 Intermediate Similarity NPC265710
0.755 Intermediate Similarity NPC41174
0.7548 Intermediate Similarity NPC473587
0.7547 Intermediate Similarity NPC150259
0.7529 Intermediate Similarity NPC253687
0.7516 Intermediate Similarity NPC59084
0.7516 Intermediate Similarity NPC115611
0.7516 Intermediate Similarity NPC2949
0.7515 Intermediate Similarity NPC230869
0.7514 Intermediate Similarity NPC16659
0.75 Intermediate Similarity NPC46358
0.75 Intermediate Similarity NPC160105
0.75 Intermediate Similarity NPC475428
0.75 Intermediate Similarity NPC59269
0.75 Intermediate Similarity NPC473761
0.75 Intermediate Similarity NPC475736
0.7486 Intermediate Similarity NPC37423
0.7486 Intermediate Similarity NPC275305
0.7485 Intermediate Similarity NPC311276
0.7485 Intermediate Similarity NPC194640
0.7469 Intermediate Similarity NPC63157
0.7469 Intermediate Similarity NPC473868
0.7452 Intermediate Similarity NPC475450
0.7452 Intermediate Similarity NPC179365
0.7448 Intermediate Similarity NPC80596
0.7429 Intermediate Similarity NPC288074
0.7424 Intermediate Similarity NPC474195
0.7405 Intermediate Similarity NPC473930
0.7401 Intermediate Similarity NPC68354
0.7401 Intermediate Similarity NPC248454
0.7384 Intermediate Similarity NPC102423
0.7384 Intermediate Similarity NPC40779
0.7366 Intermediate Similarity NPC179701
0.7366 Intermediate Similarity NPC242209
0.7366 Intermediate Similarity NPC222018
0.736 Intermediate Similarity NPC176199
0.736 Intermediate Similarity NPC215795
0.736 Intermediate Similarity NPC11126
0.7356 Intermediate Similarity NPC201700
0.7338 Intermediate Similarity NPC27740
0.7333 Intermediate Similarity NPC470440
0.733 Intermediate Similarity NPC314603
0.7329 Intermediate Similarity NPC251722
0.7329 Intermediate Similarity NPC314102
0.7326 Intermediate Similarity NPC262898
0.731 Intermediate Similarity NPC475990
0.7305 Intermediate Similarity NPC37548
0.7296 Intermediate Similarity NPC477610
0.7292 Intermediate Similarity NPC82053
0.7278 Intermediate Similarity NPC282398
0.7277 Intermediate Similarity NPC474196
0.7273 Intermediate Similarity NPC242556

  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 NPC17751 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
0.8533 High Similarity NPD198 Clinical (unspecified phase)
0.8408 Intermediate Similarity NPD4374 Clinical (unspecified phase)
0.8377 Intermediate Similarity NPD1722 Approved
0.8366 Intermediate Similarity NPD786 Approved
0.8291 Intermediate Similarity NPD3100 Discontinued
0.7901 Intermediate Similarity NPD2172 Phase 1
0.7898 Intermediate Similarity NPD2068 Approved
0.7898 Intermediate Similarity NPD2069 Approved
0.7898 Intermediate Similarity NPD2070 Approved
0.7898 Intermediate Similarity NPD2071 Approved
0.7895 Intermediate Similarity NPD4128 Approved
0.7805 Intermediate Similarity NPD2837 Discontinued
0.7771 Intermediate Similarity NPD1262 Discovery
0.7628 Intermediate Similarity NPD1995 Approved
0.7628 Intermediate Similarity NPD1994 Approved
0.7628 Intermediate Similarity NPD1993 Approved
0.76 Intermediate Similarity NPD4181 Approved
0.7588 Intermediate Similarity NPD3323 Discontinued
0.7574 Intermediate Similarity NPD1403 Approved
0.7574 Intermediate Similarity NPD1404 Approved
0.7571 Intermediate Similarity NPD1895 Discontinued
0.7532 Intermediate Similarity NPD992 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD991 Phase 2
0.7531 Intermediate Similarity NPD2007 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD1853 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD3943 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD1183 Approved
0.75 Intermediate Similarity NPD1248 Discontinued
0.7472 Intermediate Similarity NPD1707 Approved
0.7472 Intermediate Similarity NPD1708 Approved
0.7457 Intermediate Similarity NPD2640 Approved
0.7457 Intermediate Similarity NPD5069 Clinical (unspecified phase)
0.7457 Intermediate Similarity NPD2641 Approved
0.7443 Intermediate Similarity NPD4075 Phase 2
0.743 Intermediate Similarity NPD1332 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD3506 Approved
0.7401 Intermediate Similarity NPD3505 Approved
0.7399 Intermediate Similarity NPD2642 Approved
0.7399 Intermediate Similarity NPD2639 Approved
0.7378 Intermediate Similarity NPD5254 Discontinued
0.7371 Intermediate Similarity NPD3610 Approved
0.7371 Intermediate Similarity NPD3609 Approved
0.736 Intermediate Similarity NPD4079 Approved
0.736 Intermediate Similarity NPD4076 Approved
0.7356 Intermediate Similarity NPD2185 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD6595 Phase 3
0.7317 Intermediate Similarity NPD4637 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1598 Discontinued
0.7294 Intermediate Similarity NPD2150 Discontinued
0.7288 Intermediate Similarity NPD5065 Approved
0.7278 Intermediate Similarity NPD4649 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD3476 Approved
0.7278 Intermediate Similarity NPD3475 Approved
0.7273 Intermediate Similarity NPD6827 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6828 Phase 2
0.7262 Intermediate Similarity NPD4462 Approved
0.7262 Intermediate Similarity NPD4463 Approved
0.7251 Intermediate Similarity NPD1192 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD4547 Phase 3
0.7222 Intermediate Similarity NPD6277 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD3654 Approved
0.7212 Intermediate Similarity NPD4047 Discontinued
0.7212 Intermediate Similarity NPD2006 Phase 2
0.7207 Intermediate Similarity NPD6203 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD2430 Phase 2
0.72 Intermediate Similarity NPD438 Approved
0.72 Intermediate Similarity NPD439 Approved
0.7197 Intermediate Similarity NPD2118 Approved
0.7197 Intermediate Similarity NPD2119 Approved
0.7191 Intermediate Similarity NPD482 Approved
0.7189 Intermediate Similarity NPD5145 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD1683 Approved
0.7175 Intermediate Similarity NPD1567 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD3486 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD3961 Discontinued
0.716 Intermediate Similarity NPD971 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD4779 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD2367 Phase 2
0.7143 Intermediate Similarity NPD3385 Approved
0.7143 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD6217 Discontinued
0.7119 Intermediate Similarity NPD5436 Phase 1
0.7119 Intermediate Similarity NPD2875 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD2144 Approved
0.7093 Intermediate Similarity NPD473 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD2580 Discontinued
0.709 Intermediate Similarity NPD6278 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD2960 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD1917 Discontinued
0.7072 Intermediate Similarity NPD3341 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD7287 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD2865 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD5105 Approved
0.7049 Intermediate Similarity NPD5106 Approved
0.7045 Intermediate Similarity NPD1313 Approved
0.7037 Intermediate Similarity NPD4030 Approved
0.7037 Intermediate Similarity NPD4028 Approved
0.7037 Intermediate Similarity NPD4029 Approved
0.7035 Intermediate Similarity NPD976 Approved
0.7035 Intermediate Similarity NPD977 Approved
0.7035 Intermediate Similarity NPD975 Approved
0.7035 Intermediate Similarity NPD2165 Phase 1
0.703 Intermediate Similarity NPD768 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD706 Phase 1
0.7025 Intermediate Similarity NPD9583 Approved
0.7011 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2928 Phase 2
0.6995 Remote Similarity NPD3038 Discontinued
0.6994 Remote Similarity NPD3112 Approved
0.6994 Remote Similarity NPD2748 Clinical (unspecified phase)
0.6994 Remote Similarity NPD3115 Approved
0.6994 Remote Similarity NPD3114 Approved
0.6994 Remote Similarity NPD3113 Approved
0.6989 Remote Similarity NPD8431 Approved
0.6978 Remote Similarity NPD2930 Clinical (unspecified phase)
0.6968 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6966 Remote Similarity NPD2390 Clinical (unspecified phase)
0.6963 Remote Similarity NPD6664 Approved
0.6957 Remote Similarity NPD2095 Phase 2
0.6957 Remote Similarity NPD715 Phase 3
0.6957 Remote Similarity NPD2094 Phase 2
0.6957 Remote Similarity NPD2092 Phase 2
0.6952 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6935 Remote Similarity NPD2793 Discontinued
0.6935 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3942 Approved
0.6933 Remote Similarity NPD3944 Approved
0.6932 Remote Similarity NPD2385 Clinical (unspecified phase)
0.6931 Remote Similarity NPD4615 Phase 2
0.6928 Remote Similarity NPD680 Discontinued
0.6923 Remote Similarity NPD271 Approved
0.6923 Remote Similarity NPD7111 Discontinued
0.6923 Remote Similarity NPD268 Approved
0.6923 Remote Similarity NPD270 Clinical (unspecified phase)
0.6919 Remote Similarity NPD2096 Phase 2
0.6919 Remote Similarity NPD2091 Phase 2
0.6899 Remote Similarity NPD9357 Approved
0.6898 Remote Similarity NPD5590 Clinical (unspecified phase)
0.6898 Remote Similarity NPD2310 Clinical (unspecified phase)
0.6895 Remote Similarity NPD5575 Clinical (unspecified phase)
0.6895 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6885 Remote Similarity NPD1327 Discontinued
0.6885 Remote Similarity NPD8386 Phase 2
0.6883 Remote Similarity NPD9396 Approved
0.6883 Remote Similarity NPD9392 Approved
0.6882 Remote Similarity NPD1528 Clinical (unspecified phase)
0.6872 Remote Similarity NPD4638 Approved
0.6872 Remote Similarity NPD4639 Approved
0.6872 Remote Similarity NPD4640 Approved
0.6863 Remote Similarity NPD269 Clinical (unspecified phase)
0.686 Remote Similarity NPD1027 Approved
0.686 Remote Similarity NPD4890 Phase 2
0.686 Remote Similarity NPD1029 Clinical (unspecified phase)
0.686 Remote Similarity NPD1030 Approved
0.6851 Remote Similarity NPD750 Phase 2
0.6848 Remote Similarity NPD1253 Approved
0.6848 Remote Similarity NPD1256 Approved
0.6848 Remote Similarity NPD1254 Approved
0.6848 Remote Similarity NPD1255 Approved
0.6836 Remote Similarity NPD5315 Discontinued
0.6818 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6811 Remote Similarity NPD5806 Clinical (unspecified phase)
0.681 Remote Similarity NPD803 Phase 1
0.6793 Remote Similarity NPD5730 Phase 2
0.6793 Remote Similarity NPD40 Phase 2
0.6791 Remote Similarity NPD4298 Clinical (unspecified phase)
0.679 Remote Similarity NPD947 Approved
0.6786 Remote Similarity NPD3015 Discontinued
0.6782 Remote Similarity NPD3339 Approved
0.6778 Remote Similarity NPD2333 Discontinued
0.6771 Remote Similarity NPD7618 Phase 3
0.6771 Remote Similarity NPD7619 Phase 3
0.6768 Remote Similarity NPD4023 Clinical (unspecified phase)
0.6765 Remote Similarity NPD1918 Clinical (unspecified phase)
0.676 Remote Similarity NPD5744 Clinical (unspecified phase)
0.6758 Remote Similarity NPD966 Clinical (unspecified phase)
0.6755 Remote Similarity NPD3378 Clinical (unspecified phase)
0.6744 Remote Similarity NPD1661 Suspended
0.6742 Remote Similarity NPD1015 Phase 2
0.6742 Remote Similarity NPD1016 Phase 2
0.674 Remote Similarity NPD1326 Approved
0.674 Remote Similarity NPD1325 Approved
0.6739 Remote Similarity NPD1272 Clinical (unspecified phase)
0.6736 Remote Similarity NPD2316 Clinical (unspecified phase)
0.6726 Remote Similarity NPD2072 Approved
0.6726 Remote Similarity NPD2074 Approved
0.6726 Remote Similarity NPD2075 Approved
0.6726 Remote Similarity NPD2073 Approved
0.6722 Remote Similarity NPD2478 Clinical (unspecified phase)
0.6721 Remote Similarity NPD3799 Suspended
0.6716 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6554 Approved
0.6707 Remote Similarity NPD45 Approved
0.6705 Remote Similarity NPD2927 Phase 3
0.6702 Remote Similarity NPD1227 Phase 2
0.6702 Remote Similarity NPD2868 Clinical (unspecified phase)
0.6701 Remote Similarity NPD2880 Discontinued

  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