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.


  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

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