Drug Information

Drug ID:  NPD4380
Drug Name:  puerarin (oral formulation, alcoholism), Natural Pharmacia
Molecular Formula:  C21H20O9
Canonical SMILES:  OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)ccc2c1occ(c2=O)c1ccc(cc1)O
Standard InCHI:  InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1
Standard InCHIKey:  HKEAFJYKMMKDOR-VPRICQMDSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD4380

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 NPC124478
High Similarity 1.0 NPC177308
High Similarity 0.9793 NPC477897
High Similarity 0.9793 NPC328740
High Similarity 0.9793 NPC289774
High Similarity 0.9793 NPC209846
High Similarity 0.9792 NPC89442
High Similarity 0.9726 NPC244583
High Similarity 0.9726 NPC56232
High Similarity 0.9726 NPC161881
High Similarity 0.9726 NPC10807
High Similarity 0.9726 NPC150123
High Similarity 0.966 NPC472583
High Similarity 0.966 NPC7989
High Similarity 0.966 NPC326592
High Similarity 0.966 NPC109594
High Similarity 0.966 NPC268193
High Similarity 0.966 NPC223701
High Similarity 0.966 NPC112701
High Similarity 0.9595 NPC470681
High Similarity 0.9595 NPC304745
High Similarity 0.9595 NPC111341
High Similarity 0.953 NPC471787
High Similarity 0.9527 NPC469405
High Similarity 0.9524 NPC471676
High Similarity 0.9524 NPC472420
High Similarity 0.9524 NPC472422
High Similarity 0.9524 NPC263384
High Similarity 0.9524 NPC244577
High Similarity 0.9517 NPC222298
High Similarity 0.9517 NPC51070
High Similarity 0.9463 NPC217706
High Similarity 0.9463 NPC207809
High Similarity 0.9463 NPC259710
High Similarity 0.9463 NPC48579
High Similarity 0.9463 NPC304207
High Similarity 0.9463 NPC477958
High Similarity 0.9459 NPC35567
High Similarity 0.9459 NPC475790
High Similarity 0.9459 NPC171651
High Similarity 0.9459 NPC243171
High Similarity 0.9452 NPC10097
High Similarity 0.9448 NPC316769
High Similarity 0.9444 NPC476178
High Similarity 0.9444 NPC117836
High Similarity 0.9444 NPC51887
High Similarity 0.9444 NPC475705
High Similarity 0.9404 NPC53545
High Similarity 0.9404 NPC117418
High Similarity 0.94 NPC208152
High Similarity 0.94 NPC78492
High Similarity 0.9396 NPC244250
High Similarity 0.9396 NPC20907
High Similarity 0.9396 NPC248793
High Similarity 0.9396 NPC180301
High Similarity 0.9396 NPC293286
High Similarity 0.9392 NPC474021
High Similarity 0.9392 NPC254412
High Similarity 0.9392 NPC262038
High Similarity 0.9392 NPC319910
High Similarity 0.9392 NPC278476
High Similarity 0.9392 NPC471677
High Similarity 0.9392 NPC474023
High Similarity 0.9392 NPC262039
High Similarity 0.9388 NPC307052
High Similarity 0.9388 NPC139966
High Similarity 0.9342 NPC472320
High Similarity 0.9338 NPC161749
High Similarity 0.9338 NPC197896
High Similarity 0.9338 NPC313163
High Similarity 0.9338 NPC156457
High Similarity 0.9338 NPC258035
High Similarity 0.9333 NPC477530
High Similarity 0.9329 NPC217149
High Similarity 0.9329 NPC476238
High Similarity 0.9329 NPC138288
High Similarity 0.9329 NPC31627
High Similarity 0.9329 NPC327269
High Similarity 0.9329 NPC285623
High Similarity 0.9329 NPC216035
High Similarity 0.9329 NPC473996
High Similarity 0.9324 NPC105136
High Similarity 0.9315 NPC472629
High Similarity 0.9306 NPC321980
High Similarity 0.9306 NPC469404
High Similarity 0.9306 NPC470087
High Similarity 0.9281 NPC97812
High Similarity 0.9281 NPC47923
High Similarity 0.9281 NPC289771
High Similarity 0.9281 NPC26326
High Similarity 0.9276 NPC73511
High Similarity 0.9276 NPC123544
High Similarity 0.9272 NPC215917
High Similarity 0.9272 NPC10754
High Similarity 0.9272 NPC20530
High Similarity 0.9267 NPC236756
High Similarity 0.9267 NPC311579
High Similarity 0.9262 NPC472580
High Similarity 0.9262 NPC474744
High Similarity 0.9262 NPC472423
High Similarity 0.9262 NPC472636
High Similarity 0.9262 NPC471675
High Similarity 0.9262 NPC474772
High Similarity 0.9257 NPC472628
High Similarity 0.9257 NPC5173
High Similarity 0.9252 NPC473077
High Similarity 0.9252 NPC85773
High Similarity 0.9252 NPC296998
High Similarity 0.9252 NPC472627
High Similarity 0.9252 NPC23728
High Similarity 0.9252 NPC110303
High Similarity 0.9247 NPC470890
High Similarity 0.9247 NPC224714
High Similarity 0.9247 NPC124780
High Similarity 0.9247 NPC87486
High Similarity 0.9236 NPC215311
High Similarity 0.9236 NPC172250
High Similarity 0.9236 NPC219917
High Similarity 0.9236 NPC204985
High Similarity 0.9236 NPC213659
High Similarity 0.9236 NPC259166
High Similarity 0.9236 NPC144118
High Similarity 0.9236 NPC80962
High Similarity 0.9236 NPC326109
High Similarity 0.9236 NPC48624
High Similarity 0.9221 NPC131745
High Similarity 0.9221 NPC44947
High Similarity 0.9216 NPC475784
High Similarity 0.9216 NPC306978
High Similarity 0.9216 NPC471976
High Similarity 0.9211 NPC23817
High Similarity 0.9205 NPC476169
High Similarity 0.92 NPC256141
High Similarity 0.92 NPC324233
High Similarity 0.92 NPC477957
High Similarity 0.92 NPC323626
High Similarity 0.9195 NPC472633
High Similarity 0.9195 NPC472421
High Similarity 0.9195 NPC61258
High Similarity 0.9189 NPC168085
High Similarity 0.9189 NPC132592
High Similarity 0.9189 NPC6511
High Similarity 0.9189 NPC160821
High Similarity 0.9184 NPC312973
High Similarity 0.9184 NPC88964
High Similarity 0.9184 NPC111786
High Similarity 0.9184 NPC20488
High Similarity 0.9184 NPC301276
High Similarity 0.9184 NPC474302
High Similarity 0.9184 NPC1940
High Similarity 0.9184 NPC267375
High Similarity 0.9184 NPC54577
High Similarity 0.9184 NPC475052
High Similarity 0.9184 NPC83357
High Similarity 0.9184 NPC195621
High Similarity 0.9184 NPC470647
High Similarity 0.9184 NPC67805
High Similarity 0.9184 NPC176229
High Similarity 0.9184 NPC142405
High Similarity 0.9184 NPC148011
High Similarity 0.9184 NPC246948
High Similarity 0.9184 NPC214774
High Similarity 0.9178 NPC175504
High Similarity 0.9178 NPC149026
High Similarity 0.9178 NPC143896
High Similarity 0.9178 NPC75049
High Similarity 0.9178 NPC39329
High Similarity 0.9178 NPC150408
High Similarity 0.9178 NPC245482
High Similarity 0.9178 NPC91560
High Similarity 0.9178 NPC310130
High Similarity 0.9178 NPC68104
High Similarity 0.9178 NPC257097
High Similarity 0.9178 NPC169591
High Similarity 0.9178 NPC221432
High Similarity 0.9178 NPC164980
High Similarity 0.9178 NPC301751
High Similarity 0.9172 NPC268204
High Similarity 0.9172 NPC52789
High Similarity 0.9172 NPC470089
High Similarity 0.9172 NPC26051
High Similarity 0.9172 NPC55832
High Similarity 0.9167 NPC470211
High Similarity 0.9167 NPC295384
High Similarity 0.9167 NPC283429
High Similarity 0.9161 NPC66087
High Similarity 0.9161 NPC278419
High Similarity 0.9161 NPC179198
High Similarity 0.9161 NPC124155
High Similarity 0.9161 NPC183672
High Similarity 0.9161 NPC257566
High Similarity 0.9156 NPC142252
High Similarity 0.9156 NPC474038
High Similarity 0.9156 NPC303913
High Similarity 0.9156 NPC3629
High Similarity 0.9145 NPC170475
High Similarity 0.9145 NPC45165
High Similarity 0.9139 NPC143851
High Similarity 0.9139 NPC29763
High Similarity 0.9139 NPC39360

Drug Structure

External Identifiers

TTD   DIB014224
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  416.11
ALogP  -3.823
MLogP  2.78
XLogP  0.4
HDA  6
HBD  6
Rotatable Bonds  9
TPSA  156.91
RO5 Violation  1