Drug Information

Drug ID:  NPD9656
Drug Name:  Gabapentin
Molecular Formula:  C9H17NO2
Canonical SMILES:  NCC1(CCCCC1)CC(=O)O
Standard InCHI:  InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)
Standard InCHIKey:  UGJMXCAKCUNAIE-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD9656

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
High Similarity 1.0 NPC302188
Intermediate Similarity 0.8167 NPC319279
Intermediate Similarity 0.7895 NPC50457
Remote Similarity 0.6897 NPC314679
Remote Similarity 0.6842 NPC323974
Remote Similarity 0.6724 NPC55023
Remote Similarity 0.6667 NPC477878
Remote Similarity 0.6667 NPC324793
Remote Similarity 0.65 NPC21844
Remote Similarity 0.6349 NPC155512
Remote Similarity 0.629 NPC112890
Remote Similarity 0.629 NPC316231
Remote Similarity 0.629 NPC324825
Remote Similarity 0.629 NPC476469
Remote Similarity 0.625 NPC188231
Remote Similarity 0.625 NPC222327
Remote Similarity 0.6207 NPC248763
Remote Similarity 0.6207 NPC325452
Remote Similarity 0.6154 NPC72722
Remote Similarity 0.614 NPC118968
Remote Similarity 0.614 NPC214610
Remote Similarity 0.614 NPC261080
Remote Similarity 0.614 NPC183424
Remote Similarity 0.614 NPC279026
Remote Similarity 0.614 NPC301585
Remote Similarity 0.614 NPC201844
Remote Similarity 0.614 NPC294085
Remote Similarity 0.614 NPC301696
Remote Similarity 0.614 NPC154186
Remote Similarity 0.614 NPC113928
Remote Similarity 0.614 NPC14227
Remote Similarity 0.6119 NPC278209
Remote Similarity 0.6118 NPC304454
Remote Similarity 0.6111 NPC19311
Remote Similarity 0.6111 NPC230047
Remote Similarity 0.6111 NPC469791
Remote Similarity 0.6102 NPC276294
Remote Similarity 0.6032 NPC174246
Remote Similarity 0.6032 NPC162620
Remote Similarity 0.6032 NPC62045
Remote Similarity 0.6032 NPC43204
Remote Similarity 0.6032 NPC245027
Remote Similarity 0.6032 NPC84636
Remote Similarity 0.6032 NPC226027
Remote Similarity 0.6029 NPC189301
Remote Similarity 0.6029 NPC176164
Remote Similarity 0.6027 NPC42060
Remote Similarity 0.6027 NPC477931
Remote Similarity 0.6027 NPC268736
Remote Similarity 0.5965 NPC268826
Remote Similarity 0.5965 NPC18188
Remote Similarity 0.5946 NPC474221
Remote Similarity 0.5946 NPC41542
Remote Similarity 0.5946 NPC478180
Remote Similarity 0.5946 NPC130459
Remote Similarity 0.5942 NPC254541
Remote Similarity 0.5942 NPC320598
Remote Similarity 0.5932 NPC196924
Remote Similarity 0.5932 NPC307783
Remote Similarity 0.5932 NPC216630
Remote Similarity 0.5932 NPC171736
Remote Similarity 0.5932 NPC149184
Remote Similarity 0.5932 NPC209970
Remote Similarity 0.5909 NPC183845
Remote Similarity 0.5909 NPC279661
Remote Similarity 0.589 NPC470108
Remote Similarity 0.5882 NPC317147
Remote Similarity 0.5882 NPC318260
Remote Similarity 0.5867 NPC469724
Remote Similarity 0.5867 NPC31187
Remote Similarity 0.5867 NPC281203
Remote Similarity 0.5867 NPC290445
Remote Similarity 0.5867 NPC36616
Remote Similarity 0.5867 NPC100917
Remote Similarity 0.5867 NPC470956
Remote Similarity 0.5862 NPC3531
Remote Similarity 0.5857 NPC329564
Remote Similarity 0.5857 NPC475821
Remote Similarity 0.5857 NPC327170
Remote Similarity 0.5857 NPC469924
Remote Similarity 0.5833 NPC67462
Remote Similarity 0.5833 NPC320936
Remote Similarity 0.5811 NPC470109
Remote Similarity 0.5795 NPC135005
Remote Similarity 0.5789 NPC252032
Remote Similarity 0.5789 NPC64466
Remote Similarity 0.5789 NPC319671
Remote Similarity 0.5789 NPC474962
Remote Similarity 0.5789 NPC469941
Remote Similarity 0.5789 NPC196197
Remote Similarity 0.5789 NPC476734
Remote Similarity 0.5775 NPC478126
Remote Similarity 0.5761 NPC160066
Remote Similarity 0.5753 NPC234767
Remote Similarity 0.5738 NPC19305
Remote Similarity 0.5738 NPC74845
Remote Similarity 0.5738 NPC255837
Remote Similarity 0.5733 NPC470110
Remote Similarity 0.5714 NPC276928
Remote Similarity 0.5714 NPC316826
Remote Similarity 0.5714 NPC321468
Remote Similarity 0.5714 NPC64250
Remote Similarity 0.5714 NPC317143
Remote Similarity 0.5714 NPC108131
Remote Similarity 0.5714 NPC327748
Remote Similarity 0.5714 NPC101249
Remote Similarity 0.5714 NPC235586
Remote Similarity 0.5714 NPC477929
Remote Similarity 0.5714 NPC306973
Remote Similarity 0.5714 NPC91369
Remote Similarity 0.5714 NPC477850
Remote Similarity 0.5714 NPC268927
Remote Similarity 0.5694 NPC306750
Remote Similarity 0.5692 NPC137958
Remote Similarity 0.5692 NPC273330
Remote Similarity 0.5692 NPC305182
Remote Similarity 0.5679 NPC316242
Remote Similarity 0.5676 NPC476330
Remote Similarity 0.5658 NPC15864
Remote Similarity 0.5645 NPC8219
Remote Similarity 0.5645 NPC327698
Remote Similarity 0.5645 NPC118459
Remote Similarity 0.5641 NPC472309
Remote Similarity 0.5641 NPC72343
Remote Similarity 0.5641 NPC469940
Remote Similarity 0.5641 NPC478227
Remote Similarity 0.5641 NPC160817
Remote Similarity 0.5634 NPC68974
Remote Similarity 0.5625 NPC93081
Remote Similarity 0.5625 NPC193872
Remote Similarity 0.5625 NPC140872
Remote Similarity 0.5616 NPC235788
Remote Similarity 0.5616 NPC474552
Remote Similarity 0.5614 NPC134782
Remote Similarity 0.5614 NPC155263
Remote Similarity 0.561 NPC315535
Remote Similarity 0.561 NPC473984
Remote Similarity 0.561 NPC478017
Remote Similarity 0.561 NPC315131
Remote Similarity 0.56 NPC60424
Remote Similarity 0.56 NPC314221

Drug Structure

External Identifiers

TTD   DAP000665; DNC000670
DrugBank   DB00996
ChEMBL   CHEMBL940
IUPHAR/BPS   5483
PharmaGKB   PA449720
KEGG Drug   D00332
PubChem CID   3446
ChEBI   42797
CAS Number  60142-96-3

Drug Properties

Molecular Weight  171.13
ALogP  -2.0523
MLogP  2.12
XLogP  1.391
HDA  3
HBD  2
Rotatable Bonds  5
TPSA  63.32
RO5 Violation  0