Drug Information

Drug ID:  NPD5623
Drug Name:  Glyburide
Molecular Formula:  C23H28ClN3O5S
Canonical SMILES:  COc1ccc(cc1C(=NCCc1ccc(cc1)S(=O)(=O)NC(=NC1CCCCC1)O)O)Cl
Standard InCHI:  InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
Standard InCHIKey:  ZNNLBTZKUZBEKO-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD5623

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 NPC208280
Intermediate Similarity 0.7078 NPC43275
Remote Similarity 0.6845 NPC477838
Remote Similarity 0.6845 NPC477837
Remote Similarity 0.6825 NPC232872
Remote Similarity 0.677 NPC29477
Remote Similarity 0.6758 NPC151030
Remote Similarity 0.6758 NPC269383
Remote Similarity 0.6632 NPC474498
Remote Similarity 0.6605 NPC95733
Remote Similarity 0.6605 NPC62101
Remote Similarity 0.6604 NPC263835
Remote Similarity 0.6596 NPC263507
Remote Similarity 0.6596 NPC134413
Remote Similarity 0.6596 NPC271958
Remote Similarity 0.6596 NPC45112
Remote Similarity 0.6595 NPC49315
Remote Similarity 0.6584 NPC471315
Remote Similarity 0.6584 NPC471314
Remote Similarity 0.6573 NPC206372
Remote Similarity 0.6573 NPC203424
Remote Similarity 0.6543 NPC211218
Remote Similarity 0.6527 NPC471953
Remote Similarity 0.6514 NPC245974
Remote Similarity 0.6494 NPC247298
Remote Similarity 0.6485 NPC251571
Remote Similarity 0.6467 NPC114102
Remote Similarity 0.6453 NPC83289
Remote Similarity 0.6453 NPC189724
Remote Similarity 0.6453 NPC212850
Remote Similarity 0.644 NPC86678
Remote Similarity 0.6429 NPC195766
Remote Similarity 0.6429 NPC206736
Remote Similarity 0.6429 NPC214869
Remote Similarity 0.6424 NPC301713
Remote Similarity 0.6415 NPC38458
Remote Similarity 0.6415 NPC311737
Remote Similarity 0.6413 NPC313375
Remote Similarity 0.6413 NPC314725
Remote Similarity 0.6407 NPC195749
Remote Similarity 0.6407 NPC35961
Remote Similarity 0.6407 NPC52029
Remote Similarity 0.6402 NPC474902
Remote Similarity 0.6398 NPC471308
Remote Similarity 0.6398 NPC160120
Remote Similarity 0.6398 NPC53596
Remote Similarity 0.6398 NPC289330
Remote Similarity 0.6398 NPC17388
Remote Similarity 0.6392 NPC303370
Remote Similarity 0.6386 NPC477839
Remote Similarity 0.6383 NPC227778
Remote Similarity 0.6379 NPC100478
Remote Similarity 0.6379 NPC222039
Remote Similarity 0.6364 NPC5462
Remote Similarity 0.6358 NPC83279
Remote Similarity 0.6352 NPC82963
Remote Similarity 0.6347 NPC155838
Remote Similarity 0.6347 NPC471321
Remote Similarity 0.6347 NPC471306
Remote Similarity 0.6346 NPC166837
Remote Similarity 0.6333 NPC127402
Remote Similarity 0.6328 NPC132771
Remote Similarity 0.6322 NPC474128
Remote Similarity 0.6316 NPC237227
Remote Similarity 0.6301 NPC296898
Remote Similarity 0.6296 NPC41801
Remote Similarity 0.6294 NPC66643
Remote Similarity 0.6287 NPC186898
Remote Similarity 0.6281 NPC322424
Remote Similarity 0.6278 NPC276665
Remote Similarity 0.6278 NPC265473
Remote Similarity 0.6273 NPC5932
Remote Similarity 0.6271 NPC313414
Remote Similarity 0.6258 NPC153690
Remote Similarity 0.625 NPC178466
Remote Similarity 0.625 NPC63628
Remote Similarity 0.625 NPC475702
Remote Similarity 0.6243 NPC204848
Remote Similarity 0.6243 NPC41473
Remote Similarity 0.6243 NPC14600
Remote Similarity 0.6243 NPC312770
Remote Similarity 0.6243 NPC160607
Remote Similarity 0.6235 NPC256369
Remote Similarity 0.6235 NPC283760
Remote Similarity 0.6235 NPC193334
Remote Similarity 0.623 NPC107602
Remote Similarity 0.6213 NPC246991
Remote Similarity 0.6211 NPC323948
Remote Similarity 0.6207 NPC299583
Remote Similarity 0.6196 NPC321133
Remote Similarity 0.6194 NPC186469
Remote Similarity 0.619 NPC153990
Remote Similarity 0.6188 NPC317254
Remote Similarity 0.6182 NPC151237
Remote Similarity 0.6175 NPC207675
Remote Similarity 0.6175 NPC212699
Remote Similarity 0.6175 NPC56635
Remote Similarity 0.6167 NPC470935
Remote Similarity 0.6167 NPC471032
Remote Similarity 0.6154 NPC97811
Remote Similarity 0.6154 NPC96224
Remote Similarity 0.6154 NPC24101
Remote Similarity 0.6149 NPC258992
Remote Similarity 0.6149 NPC254610
Remote Similarity 0.6149 NPC214988
Remote Similarity 0.6146 NPC474919
Remote Similarity 0.6145 NPC255253
Remote Similarity 0.614 NPC470392
Remote Similarity 0.6131 NPC8058
Remote Similarity 0.6129 NPC22014
Remote Similarity 0.6125 NPC118202
Remote Similarity 0.612 NPC18614
Remote Similarity 0.6108 NPC29647
Remote Similarity 0.6108 NPC33402
Remote Similarity 0.6105 NPC139335
Remote Similarity 0.6105 NPC267237
Remote Similarity 0.6099 NPC47672
Remote Similarity 0.6089 NPC9373
Remote Similarity 0.6087 NPC185541
Remote Similarity 0.6087 NPC464
Remote Similarity 0.6082 NPC326966
Remote Similarity 0.6082 NPC45191
Remote Similarity 0.608 NPC168861
Remote Similarity 0.6075 NPC79328
Remote Similarity 0.6073 NPC474881
Remote Similarity 0.6067 NPC78530
Remote Similarity 0.6066 NPC52475
Remote Similarity 0.6065 NPC211551
Remote Similarity 0.6064 NPC50380
Remote Similarity 0.6064 NPC179250
Remote Similarity 0.6062 NPC26524
Remote Similarity 0.6061 NPC324702
Remote Similarity 0.6061 NPC273830
Remote Similarity 0.6059 NPC325651
Remote Similarity 0.6057 NPC471316
Remote Similarity 0.6057 NPC193528
Remote Similarity 0.6054 NPC287757
Remote Similarity 0.6054 NPC319320
Remote Similarity 0.6053 NPC90984
Remote Similarity 0.6049 NPC229147
Remote Similarity 0.6049 NPC85292
Remote Similarity 0.6049 NPC54507
Remote Similarity 0.6047 NPC93882
Remote Similarity 0.6047 NPC130595
Remote Similarity 0.6047 NPC244866
Remote Similarity 0.6047 NPC274732
Remote Similarity 0.6043 NPC329837
Remote Similarity 0.6038 NPC21890
Remote Similarity 0.6036 NPC218323
Remote Similarity 0.6033 NPC275027
Remote Similarity 0.6032 NPC238430
Remote Similarity 0.6026 NPC231705
Remote Similarity 0.6026 NPC113457
Remote Similarity 0.6024 NPC211992
Remote Similarity 0.6023 NPC470706
Remote Similarity 0.6022 NPC277857
Remote Similarity 0.6022 NPC115144
Remote Similarity 0.6013 NPC258056
Remote Similarity 0.6013 NPC474272
Remote Similarity 0.6012 NPC313737
Remote Similarity 0.6012 NPC285078
Remote Similarity 0.6012 NPC6854
Remote Similarity 0.6012 NPC69261
Remote Similarity 0.6012 NPC33270
Remote Similarity 0.6011 NPC106183
Remote Similarity 0.6 NPC156311
Remote Similarity 0.6 NPC209377
Remote Similarity 0.6 NPC233926
Remote Similarity 0.6 NPC470936
Remote Similarity 0.5988 NPC37302
Remote Similarity 0.5988 NPC808
Remote Similarity 0.5987 NPC142297
Remote Similarity 0.5979 NPC474051
Remote Similarity 0.5977 NPC218530
Remote Similarity 0.5976 NPC131118
Remote Similarity 0.5976 NPC113495
Remote Similarity 0.5976 NPC190514
Remote Similarity 0.5975 NPC474149
Remote Similarity 0.5969 NPC68328
Remote Similarity 0.5969 NPC56887
Remote Similarity 0.5969 NPC223077
Remote Similarity 0.5969 NPC195392
Remote Similarity 0.5969 NPC288430
Remote Similarity 0.5969 NPC193853
Remote Similarity 0.5964 NPC318357
Remote Similarity 0.5964 NPC86966
Remote Similarity 0.5963 NPC141003
Remote Similarity 0.5963 NPC35344
Remote Similarity 0.5962 NPC42383
Remote Similarity 0.5957 NPC221864
Remote Similarity 0.5956 NPC182119
Remote Similarity 0.5956 NPC114659
Remote Similarity 0.5956 NPC258222
Remote Similarity 0.5956 NPC139699
Remote Similarity 0.5954 NPC307123
Remote Similarity 0.5954 NPC247018
Remote Similarity 0.5954 NPC97870
Remote Similarity 0.5952 NPC76465
Remote Similarity 0.5952 NPC38761
Remote Similarity 0.5951 NPC150624

Drug Structure

External Identifiers

TTD   DAP000037
DrugBank   DB01016
ChEMBL   CHEMBL472
IUPHAR/BPS   2414
PharmaGKB   PA449782
KEGG Drug   D00336
PubChem CID   3488
ChEBI   5441
CAS Number  10238-21-8

Drug Properties

Molecular Weight  493.14
ALogP  -1.4483
MLogP  2.89
XLogP  5.1
HDA  7
HBD  3
Rotatable Bonds  13
TPSA  128.96
RO5 Violation  1