Drug Information

Drug ID:  NPD9454
Drug Name:  Pregabalin
Molecular Formula:  C8H17NO2
Canonical SMILES:  NC[C@H](CC(=O)O)CC(C)C
Standard InCHI:  InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m0/s1
Standard InCHIKey:  AYXYPKUFHZROOJ-ZETCQYMHSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD9454

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 0.8246 NPC319279
Intermediate Similarity 0.7843 NPC323974
Intermediate Similarity 0.7833 NPC302188
Intermediate Similarity 0.7636 NPC50457
Intermediate Similarity 0.7455 NPC43204
Intermediate Similarity 0.7455 NPC162620
Intermediate Similarity 0.7455 NPC174246
Intermediate Similarity 0.7455 NPC84636
Intermediate Similarity 0.7455 NPC62045
Intermediate Similarity 0.7455 NPC245027
Intermediate Similarity 0.7455 NPC226027
Intermediate Similarity 0.7231 NPC188231
Intermediate Similarity 0.7231 NPC222327
Intermediate Similarity 0.7193 NPC155512
Intermediate Similarity 0.7167 NPC278209
Intermediate Similarity 0.7143 NPC316231
Intermediate Similarity 0.7143 NPC324825
Intermediate Similarity 0.7143 NPC112890
Intermediate Similarity 0.7115 NPC325452
Intermediate Similarity 0.7115 NPC248763
Intermediate Similarity 0.7097 NPC327170
Intermediate Similarity 0.7097 NPC329564
Intermediate Similarity 0.7049 NPC176164
Intermediate Similarity 0.7049 NPC189301
Remote Similarity 0.6981 NPC276294
Remote Similarity 0.6935 NPC321468
Remote Similarity 0.6935 NPC316826
Remote Similarity 0.6935 NPC254541
Remote Similarity 0.6935 NPC327748
Remote Similarity 0.6935 NPC317143
Remote Similarity 0.6885 NPC318260
Remote Similarity 0.6885 NPC317147
Remote Similarity 0.6863 NPC18188
Remote Similarity 0.6731 NPC3531
Remote Similarity 0.6727 NPC118459
Remote Similarity 0.6727 NPC327698
Remote Similarity 0.6667 NPC183845
Remote Similarity 0.6667 NPC252843
Remote Similarity 0.6667 NPC279661
Remote Similarity 0.6667 NPC320598
Remote Similarity 0.6607 NPC314679
Remote Similarity 0.6545 NPC132307
Remote Similarity 0.6545 NPC325097
Remote Similarity 0.6545 NPC126925
Remote Similarity 0.6522 NPC15864
Remote Similarity 0.6508 NPC190385
Remote Similarity 0.6479 NPC315897
Remote Similarity 0.6441 NPC273330
Remote Similarity 0.6441 NPC137958
Remote Similarity 0.6429 NPC55023
Remote Similarity 0.6379 NPC93081
Remote Similarity 0.6379 NPC140872
Remote Similarity 0.6379 NPC477878
Remote Similarity 0.6379 NPC324793
Remote Similarity 0.6333 NPC322946
Remote Similarity 0.6308 NPC68974
Remote Similarity 0.6296 NPC304454
Remote Similarity 0.629 NPC2801
Remote Similarity 0.6207 NPC21844
Remote Similarity 0.6207 NPC101249
Remote Similarity 0.6154 NPC268927
Remote Similarity 0.6154 NPC64250
Remote Similarity 0.6154 NPC276928
Remote Similarity 0.614 NPC329263
Remote Similarity 0.6129 NPC316889
Remote Similarity 0.6129 NPC321118
Remote Similarity 0.6102 NPC193872
Remote Similarity 0.6061 NPC143722
Remote Similarity 0.6049 NPC69374
Remote Similarity 0.6049 NPC90476
Remote Similarity 0.6 NPC121517
Remote Similarity 0.6 NPC314221
Remote Similarity 0.6 NPC320936
Remote Similarity 0.6 NPC60424
Remote Similarity 0.6 NPC168375
Remote Similarity 0.6 NPC326992
Remote Similarity 0.6 NPC66043
Remote Similarity 0.5968 NPC190184
Remote Similarity 0.5968 NPC197087
Remote Similarity 0.5942 NPC278881
Remote Similarity 0.5938 NPC38463
Remote Similarity 0.5926 NPC73245
Remote Similarity 0.5909 NPC321536
Remote Similarity 0.5882 NPC175342
Remote Similarity 0.5873 NPC72722
Remote Similarity 0.5867 NPC327272
Remote Similarity 0.5857 NPC470108
Remote Similarity 0.5833 NPC327542
Remote Similarity 0.5818 NPC279026
Remote Similarity 0.5818 NPC113928
Remote Similarity 0.5818 NPC301696
Remote Similarity 0.5818 NPC261080
Remote Similarity 0.5818 NPC201844
Remote Similarity 0.5818 NPC301585
Remote Similarity 0.5818 NPC14227
Remote Similarity 0.5818 NPC154186
Remote Similarity 0.5789 NPC167986
Remote Similarity 0.5789 NPC222078
Remote Similarity 0.5789 NPC291186
Remote Similarity 0.5775 NPC470109
Remote Similarity 0.5763 NPC308301
Remote Similarity 0.5738 NPC328378
Remote Similarity 0.5694 NPC470110
Remote Similarity 0.5692 NPC325985
Remote Similarity 0.5686 NPC280532
Remote Similarity 0.5641 NPC316242
Remote Similarity 0.5641 NPC233108
Remote Similarity 0.5636 NPC38930
Remote Similarity 0.5636 NPC325454
Remote Similarity 0.5625 NPC314466
Remote Similarity 0.5618 NPC40663
Remote Similarity 0.5616 NPC472579
Remote Similarity 0.5614 NPC209970
Remote Similarity 0.5614 NPC196924
Remote Similarity 0.5614 NPC163746
Remote Similarity 0.5614 NPC307783
Remote Similarity 0.5614 NPC149184
Remote Similarity 0.5614 NPC103286
Remote Similarity 0.5614 NPC216630
Remote Similarity 0.5614 NPC171736

Drug Structure

External Identifiers

TTD   DAP001264; DIB013631
DrugBank   DB00230
ChEMBL   CHEMBL1059
IUPHAR/BPS   5484
PharmaGKB   PA164754814
KEGG Drug   D02716
PubChem CID   5486971
ChEBI   64356
CAS Number  148553-50-8

Drug Properties

Molecular Weight  159.13
ALogP  -0.6141
MLogP  2.01
XLogP  1.275
HDA  3
HBD  2
Rotatable Bonds  9
TPSA  63.32
RO5 Violation  0