Drug Information

Drug ID:  NPD9430
Drug Name:  Lipoic Acid, Alpha
Molecular Formula:  C8H14O2S2
Canonical SMILES:  OC(=O)CCCCC1SSCC1
Standard InCHI:  InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)
Standard InCHIKey:  AGBQKNBQESQNJD-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD9430

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 NPC166287
Intermediate Similarity 0.7907 NPC268826
Intermediate Similarity 0.7727 NPC201844
Intermediate Similarity 0.7727 NPC294085
Intermediate Similarity 0.7727 NPC154186
Intermediate Similarity 0.7727 NPC214610
Intermediate Similarity 0.7727 NPC14227
Intermediate Similarity 0.7727 NPC118968
Intermediate Similarity 0.7727 NPC279026
Intermediate Similarity 0.7727 NPC301585
Intermediate Similarity 0.7727 NPC183424
Intermediate Similarity 0.7727 NPC301696
Intermediate Similarity 0.7727 NPC113928
Intermediate Similarity 0.7727 NPC261080
Intermediate Similarity 0.7442 NPC134782
Intermediate Similarity 0.7442 NPC155263
Intermediate Similarity 0.7391 NPC209970
Intermediate Similarity 0.7391 NPC149184
Intermediate Similarity 0.7391 NPC196924
Intermediate Similarity 0.7391 NPC216630
Intermediate Similarity 0.7391 NPC307783
Intermediate Similarity 0.7391 NPC171736
Intermediate Similarity 0.7234 NPC67462
Intermediate Similarity 0.7209 NPC156630
Intermediate Similarity 0.7083 NPC19305
Intermediate Similarity 0.7083 NPC255837
Intermediate Similarity 0.7083 NPC74845
Remote Similarity 0.6939 NPC55023
Remote Similarity 0.6939 NPC8219
Remote Similarity 0.68 NPC12438
Remote Similarity 0.68 NPC30195
Remote Similarity 0.68 NPC314679
Remote Similarity 0.6744 NPC175342
Remote Similarity 0.6744 NPC18224
Remote Similarity 0.6744 NPC328710
Remote Similarity 0.6739 NPC201622
Remote Similarity 0.6739 NPC22903
Remote Similarity 0.6739 NPC54980
Remote Similarity 0.6739 NPC305660
Remote Similarity 0.6667 NPC324004
Remote Similarity 0.6667 NPC163746
Remote Similarity 0.6667 NPC103286
Remote Similarity 0.6667 NPC328497
Remote Similarity 0.6667 NPC21844
Remote Similarity 0.66 NPC273545
Remote Similarity 0.6596 NPC31551
Remote Similarity 0.6596 NPC219536
Remote Similarity 0.6596 NPC223249
Remote Similarity 0.6538 NPC324793
Remote Similarity 0.6538 NPC131770
Remote Similarity 0.6538 NPC200618
Remote Similarity 0.6538 NPC180534
Remote Similarity 0.6538 NPC106872
Remote Similarity 0.6538 NPC477878
Remote Similarity 0.6531 NPC289686
Remote Similarity 0.6531 NPC129972
Remote Similarity 0.6531 NPC301528
Remote Similarity 0.6531 NPC71317
Remote Similarity 0.6471 NPC145045
Remote Similarity 0.6471 NPC52700
Remote Similarity 0.6471 NPC105329
Remote Similarity 0.6471 NPC63182
Remote Similarity 0.6458 NPC12156
Remote Similarity 0.6458 NPC161097
Remote Similarity 0.6458 NPC28598
Remote Similarity 0.6458 NPC40597
Remote Similarity 0.6458 NPC149299
Remote Similarity 0.6458 NPC256163
Remote Similarity 0.6458 NPC250028
Remote Similarity 0.6458 NPC165533
Remote Similarity 0.6444 NPC317203
Remote Similarity 0.6415 NPC304162
Remote Similarity 0.6415 NPC476469
Remote Similarity 0.6383 NPC326532
Remote Similarity 0.6383 NPC73245
Remote Similarity 0.6327 NPC248763
Remote Similarity 0.6327 NPC325452
Remote Similarity 0.6327 NPC53541
Remote Similarity 0.6296 NPC50457
Remote Similarity 0.6296 NPC90904
Remote Similarity 0.6279 NPC16947
Remote Similarity 0.625 NPC80234
Remote Similarity 0.62 NPC176500
Remote Similarity 0.62 NPC236579
Remote Similarity 0.62 NPC203531
Remote Similarity 0.6182 NPC100096
Remote Similarity 0.6182 NPC470412
Remote Similarity 0.6182 NPC470410
Remote Similarity 0.617 NPC109026
Remote Similarity 0.617 NPC252843
Remote Similarity 0.6111 NPC26253
Remote Similarity 0.6078 NPC326521
Remote Similarity 0.6078 NPC317128
Remote Similarity 0.6078 NPC76051
Remote Similarity 0.6071 NPC18357
Remote Similarity 0.6071 NPC281245
Remote Similarity 0.6047 NPC174368
Remote Similarity 0.6 NPC305182
Remote Similarity 0.5965 NPC72722
Remote Similarity 0.5965 NPC1813
Remote Similarity 0.5965 NPC36061
Remote Similarity 0.5965 NPC294548
Remote Similarity 0.5965 NPC139029
Remote Similarity 0.5962 NPC47363
Remote Similarity 0.5962 NPC287231
Remote Similarity 0.5962 NPC469781
Remote Similarity 0.5918 NPC3531
Remote Similarity 0.587 NPC57499
Remote Similarity 0.5862 NPC25417
Remote Similarity 0.5862 NPC290563
Remote Similarity 0.5862 NPC32467
Remote Similarity 0.5862 NPC87394
Remote Similarity 0.5862 NPC23155
Remote Similarity 0.5862 NPC154245
Remote Similarity 0.5862 NPC87564
Remote Similarity 0.5862 NPC424
Remote Similarity 0.5862 NPC6095
Remote Similarity 0.5862 NPC85813
Remote Similarity 0.5862 NPC53463
Remote Similarity 0.5862 NPC469937
Remote Similarity 0.5862 NPC261831
Remote Similarity 0.5862 NPC88966
Remote Similarity 0.5862 NPC320588
Remote Similarity 0.5862 NPC281972
Remote Similarity 0.5849 NPC282440
Remote Similarity 0.5833 NPC158179
Remote Similarity 0.5806 NPC469921
Remote Similarity 0.5763 NPC54766
Remote Similarity 0.5741 NPC326957
Remote Similarity 0.569 NPC70387
Remote Similarity 0.569 NPC321062
Remote Similarity 0.5667 NPC18951
Remote Similarity 0.5667 NPC187777
Remote Similarity 0.5667 NPC477201
Remote Similarity 0.5667 NPC179764
Remote Similarity 0.5652 NPC14778
Remote Similarity 0.5652 NPC125575
Remote Similarity 0.5636 NPC216130
Remote Similarity 0.5625 NPC80641
Remote Similarity 0.5625 NPC80396
Remote Similarity 0.5625 NPC154642
Remote Similarity 0.56 NPC329545
Remote Similarity 0.56 NPC94368

Drug Structure

External Identifiers

TTD  
DrugBank   DB00166
ChEMBL   CHEMBL134342
IUPHAR/BPS  
PharmaGKB   PA164776929
KEGG Drug   D00086
PubChem CID  
ChEBI   16494
CAS Number  1200-22-2

Drug Properties

Molecular Weight  206.04
ALogP  -0.2146
MLogP  1.9
XLogP  2.072
HDA  2
HBD  1
Rotatable Bonds  6
TPSA  87.9
RO5 Violation  0