NPASS drugs

Drug Information

Drug ID:	NPD8833
Drug Name:	Mercaptopurine
Molecular Formula:	C5H4N4S
Canonical SMILES:	Sc1ncnc2c1nc[nH]2
Standard InCHI:	InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
Standard InCHIKey:	GLVAUDGFNGKCSF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8833

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	23805
0.1-0.2	4182
0.2-0.3	1784
0.3-0.4	834
0.4-0.5	146
0.5-0.6	84
0.6-0.7	40
0.7-0.8	8
0.8-0.85	5
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC189314
High Similarity	0.8972	NPC18335
Intermediate Similarity	0.8407	NPC4837
Intermediate Similarity	0.8407	NPC312187
Intermediate Similarity	0.8182	NPC87981
Intermediate Similarity	0.8182	NPC174114
Intermediate Similarity	0.8136	NPC68938
Intermediate Similarity	0.7798	NPC51000
Intermediate Similarity	0.75	NPC476564
Intermediate Similarity	0.7442	NPC14330
Intermediate Similarity	0.7385	NPC246193
Intermediate Similarity	0.7385	NPC287876
Intermediate Similarity	0.735	NPC476099
Intermediate Similarity	0.7273	NPC57279
Intermediate Similarity	0.7252	NPC104011
Remote Similarity	0.6718	NPC5707
Remote Similarity	0.6693	NPC148385
Remote Similarity	0.6639	NPC476562
Remote Similarity	0.6617	NPC248007
Remote Similarity	0.6583	NPC293163
Remote Similarity	0.6557	NPC59314
Remote Similarity	0.6489	NPC252603
Remote Similarity	0.6475	NPC476561
Remote Similarity	0.6391	NPC139776
Remote Similarity	0.6336	NPC278549
Remote Similarity	0.6294	NPC33996
Remote Similarity	0.625	NPC9639
Remote Similarity	0.625	NPC296437
Remote Similarity	0.625	NPC129756
Remote Similarity	0.6207	NPC470266
Remote Similarity	0.6207	NPC317821
Remote Similarity	0.6207	NPC209525
Remote Similarity	0.6207	NPC161659
Remote Similarity	0.62	NPC136349
Remote Similarity	0.619	NPC217656
Remote Similarity	0.6184	NPC328479
Remote Similarity	0.6154	NPC41958
Remote Similarity	0.6122	NPC314152
Remote Similarity	0.6122	NPC476433
Remote Similarity	0.6122	NPC476528
Remote Similarity	0.6122	NPC229974
Remote Similarity	0.609	NPC195140
Remote Similarity	0.6081	NPC476522
Remote Similarity	0.6081	NPC474986
Remote Similarity	0.6081	NPC476520
Remote Similarity	0.6081	NPC476013
Remote Similarity	0.6063	NPC222061
Remote Similarity	0.604	NPC107374
Remote Similarity	0.604	NPC156461
Remote Similarity	0.604	NPC476521
Remote Similarity	0.604	NPC21448
Remote Similarity	0.6032	NPC111132
Remote Similarity	0.6026	NPC244700
Remote Similarity	0.6	NPC164665
Remote Similarity	0.6	NPC189068
Remote Similarity	0.5985	NPC313547
Remote Similarity	0.596	NPC309832
Remote Similarity	0.596	NPC269827
Remote Similarity	0.596	NPC219313
Remote Similarity	0.596	NPC476408
Remote Similarity	0.5938	NPC155498
Remote Similarity	0.5926	NPC158847
Remote Similarity	0.5921	NPC121222
Remote Similarity	0.5871	NPC472816
Remote Similarity	0.5865	NPC199790
Remote Similarity	0.5844	NPC150853
Remote Similarity	0.5828	NPC89139
Remote Similarity	0.5823	NPC239737
Remote Similarity	0.5806	NPC185991
Remote Similarity	0.5806	NPC161224
Remote Similarity	0.5806	NPC85689
Remote Similarity	0.5806	NPC211025
Remote Similarity	0.5802	NPC324484
Remote Similarity	0.5789	NPC256849
Remote Similarity	0.5789	NPC197068
Remote Similarity	0.5769	NPC321814
Remote Similarity	0.5767	NPC325906
Remote Similarity	0.576	NPC320256
Remote Similarity	0.5749	NPC313897
Remote Similarity	0.5746	NPC327613
Remote Similarity	0.5732	NPC212551
Remote Similarity	0.5732	NPC164952
Remote Similarity	0.5732	NPC302778
Remote Similarity	0.5732	NPC130586
Remote Similarity	0.5723	NPC316618
Remote Similarity	0.5696	NPC472834
Remote Similarity	0.5696	NPC174802
Remote Similarity	0.568	NPC476128
Remote Similarity	0.566	NPC224076
Remote Similarity	0.566	NPC472833
Remote Similarity	0.5639	NPC47936
Remote Similarity	0.5625	NPC226245
Remote Similarity	0.5625	NPC93365

Drug Structure

External Identifiers

TTD	DAP000147; DIB007113
DrugBank	DB01033
ChEMBL	CHEMBL1425
IUPHAR/BPS	7226
PharmaGKB	PA450379
KEGG Drug	D04931
PubChem CID	667490
ChEBI	94796
CAS Number	50-44-2

Drug Properties

Molecular Weight	152.02
ALogP	0.0906
MLogP	1.46
XLogP	0.254
HDA	4
HBD	1
Rotatable Bonds	1
TPSA	93.26
RO5 Violation	0