NPASS drugs

Drug Information

Drug ID:	NPD1971
Drug Name:	Clopidogrel
Molecular Formula:	C16H16ClNO2S
Canonical SMILES:	COC(=O)[C@H](c1ccccc1Cl)N1CCc2c(C1)ccs2
Standard InCHI:	InChI=1S/C16H16ClNO2S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14/h2-5,7,9,15H,6,8,10H2,1H3/t15-/m0/s1
Standard InCHIKey:	GKTWGGQPFAXNFI-HNNXBMFYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1971

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	136
0.1-0.2	1281
0.2-0.3	6648
0.3-0.4	14444
0.4-0.5	7524
0.5-0.6	820
0.6-0.7	36
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7029	NPC476198
Remote Similarity	0.6594	NPC322598
Remote Similarity	0.6503	NPC468984
Remote Similarity	0.6452	NPC474847
Remote Similarity	0.637	NPC158854
Remote Similarity	0.6364	NPC317474
Remote Similarity	0.6364	NPC291027
Remote Similarity	0.6364	NPC84281
Remote Similarity	0.6364	NPC169485
Remote Similarity	0.6364	NPC213126
Remote Similarity	0.6289	NPC69496
Remote Similarity	0.6273	NPC233910
Remote Similarity	0.6273	NPC245836
Remote Similarity	0.6213	NPC105717
Remote Similarity	0.6203	NPC65310
Remote Similarity	0.6203	NPC136453
Remote Similarity	0.6164	NPC105114
Remote Similarity	0.6164	NPC89923
Remote Similarity	0.6164	NPC71933
Remote Similarity	0.6164	NPC239990
Remote Similarity	0.6164	NPC152850
Remote Similarity	0.6154	NPC26285
Remote Similarity	0.6129	NPC302169
Remote Similarity	0.6096	NPC67043
Remote Similarity	0.6082	NPC13470
Remote Similarity	0.6069	NPC286551
Remote Similarity	0.6066	NPC318930
Remote Similarity	0.6066	NPC326407
Remote Similarity	0.6066	NPC317725
Remote Similarity	0.6066	NPC317362
Remote Similarity	0.6053	NPC471318
Remote Similarity	0.6049	NPC157311
Remote Similarity	0.6036	NPC322878
Remote Similarity	0.6036	NPC471680
Remote Similarity	0.6024	NPC316906
Remote Similarity	0.6012	NPC8761
Remote Similarity	0.6012	NPC44805
Remote Similarity	0.5986	NPC473418
Remote Similarity	0.5948	NPC113099
Remote Similarity	0.593	NPC189908
Remote Similarity	0.5917	NPC161069
Remote Similarity	0.589	NPC300315
Remote Similarity	0.5879	NPC472114
Remote Similarity	0.5879	NPC472115
Remote Similarity	0.5864	NPC149571
Remote Similarity	0.5862	NPC12730
Remote Similarity	0.5848	NPC209509
Remote Similarity	0.5839	NPC4974
Remote Similarity	0.5833	NPC476440
Remote Similarity	0.5833	NPC281104
Remote Similarity	0.5833	NPC477557
Remote Similarity	0.5805	NPC283783
Remote Similarity	0.5802	NPC124776
Remote Similarity	0.5795	NPC165538
Remote Similarity	0.5793	NPC120203
Remote Similarity	0.5789	NPC319579
Remote Similarity	0.5789	NPC161143
Remote Similarity	0.5789	NPC313981
Remote Similarity	0.5783	NPC130655
Remote Similarity	0.578	NPC138775
Remote Similarity	0.5776	NPC285394
Remote Similarity	0.5774	NPC127741
Remote Similarity	0.5773	NPC122427
Remote Similarity	0.5772	NPC167336
Remote Similarity	0.5765	NPC263493
Remote Similarity	0.5765	NPC469426
Remote Similarity	0.5765	NPC469427
Remote Similarity	0.5765	NPC269398
Remote Similarity	0.5752	NPC269340
Remote Similarity	0.5744	NPC477526
Remote Similarity	0.5742	NPC33742
Remote Similarity	0.574	NPC89489
Remote Similarity	0.5732	NPC473322
Remote Similarity	0.5732	NPC169328
Remote Similarity	0.5724	NPC10781
Remote Similarity	0.5724	NPC122493
Remote Similarity	0.5724	NPC293628
Remote Similarity	0.5723	NPC190663
Remote Similarity	0.5723	NPC246913
Remote Similarity	0.5707	NPC475920
Remote Similarity	0.5706	NPC477937
Remote Similarity	0.5706	NPC163392
Remote Similarity	0.5706	NPC239762
Remote Similarity	0.5705	NPC197470
Remote Similarity	0.5696	NPC310467
Remote Similarity	0.5692	NPC329961
Remote Similarity	0.569	NPC225648
Remote Similarity	0.569	NPC83790
Remote Similarity	0.569	NPC145113
Remote Similarity	0.569	NPC329761
Remote Similarity	0.569	NPC128237
Remote Similarity	0.5687	NPC314192
Remote Similarity	0.5687	NPC56634
Remote Similarity	0.5677	NPC276949
Remote Similarity	0.5677	NPC35850
Remote Similarity	0.5674	NPC9822
Remote Similarity	0.5671	NPC210950
Remote Similarity	0.5671	NPC199738
Remote Similarity	0.567	NPC329731
Remote Similarity	0.5665	NPC5620
Remote Similarity	0.5652	NPC160493
Remote Similarity	0.5647	NPC92784
Remote Similarity	0.5647	NPC476133
Remote Similarity	0.5647	NPC98424
Remote Similarity	0.5647	NPC178662
Remote Similarity	0.5647	NPC287358
Remote Similarity	0.5647	NPC470884
Remote Similarity	0.5644	NPC47667
Remote Similarity	0.5641	NPC32356
Remote Similarity	0.5638	NPC164859
Remote Similarity	0.5638	NPC471310
Remote Similarity	0.5633	NPC470545
Remote Similarity	0.5632	NPC262077
Remote Similarity	0.5629	NPC257390
Remote Similarity	0.5629	NPC48909
Remote Similarity	0.5625	NPC71140
Remote Similarity	0.5625	NPC80150
Remote Similarity	0.5621	NPC475598
Remote Similarity	0.5621	NPC79465
Remote Similarity	0.5621	NPC474787
Remote Similarity	0.5621	NPC76785
Remote Similarity	0.5621	NPC474855
Remote Similarity	0.5621	NPC49577
Remote Similarity	0.5621	NPC273907
Remote Similarity	0.5621	NPC474811
Remote Similarity	0.5621	NPC151706
Remote Similarity	0.5621	NPC476102
Remote Similarity	0.5621	NPC90194
Remote Similarity	0.5621	NPC9687
Remote Similarity	0.5621	NPC190955
Remote Similarity	0.5621	NPC475318
Remote Similarity	0.5621	NPC293377
Remote Similarity	0.5621	NPC260045
Remote Similarity	0.5621	NPC118099
Remote Similarity	0.5618	NPC122590
Remote Similarity	0.5616	NPC324569
Remote Similarity	0.5614	NPC319645
Remote Similarity	0.5613	NPC474584
Remote Similarity	0.5611	NPC161827
Remote Similarity	0.5607	NPC476978
Remote Similarity	0.5604	NPC145178
Remote Similarity	0.5604	NPC475350
Remote Similarity	0.5604	NPC14877

Drug Structure

NPD1971 OpenBabel08211701392D 21 23 0 0 1 0 0 0 0 0999 V2000 -1.6092 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -2.1691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3412 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -0.1691 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -3.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -3.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 12 2 0 0 0 0 5 13 2 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 18 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 14 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 6 0 0 0 15 18 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005125; DAP000178
DrugBank	DB00758
ChEMBL	CHEMBL1771
IUPHAR/BPS	7150
PharmaGKB	PA449053
KEGG Drug	D00769
PubChem CID	60606
ChEBI	37941
CAS Number	113665-84-2

Drug Properties

Molecular Weight	321.06
ALogP	0.9374
MLogP	2.67
XLogP	3.886
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	57.78
RO5 Violation	0