NPASS drugs

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.

Range	Similarity Score Range
0-0.1	191
0.1-0.2	1545
0.2-0.3	9438
0.3-0.4	4262
0.4-0.5	9661
0.5-0.6	5624
0.6-0.7	167
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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

NPD5623 OpenBabel08211708292D 36 38 0 0 0 0 0 0 0 0999 V2000 7.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 18 1 0 0 0 0 6 18 1 0 0 0 0 7 10 1 0 0 0 0 7 16 2 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 12 2 0 0 0 0 9 17 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 25 1 0 0 0 0 15 17 2 0 0 0 0 15 20 1 0 0 0 0 17 24 1 0 0 0 0 18 26 1 0 0 0 0 19 33 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 32 1 0 0 0 0 22 25 2 3 0 0 0 22 28 1 0 0 0 0 23 26 2 3 0 0 0 23 27 1 0 0 0 0 23 29 1 0 0 0 0 27 33 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 30 33 2 0 0 0 0 31 33 2 0 0 0 0 M END $$$$

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