NPASS drugs

Drug Information

Drug ID:	NPD6076
Drug Name:	Glimepiride
Molecular Formula:	C24H34N4O5S
Canonical SMILES:	CCC1=C(C)CN(C1=O)C(=NCCc1ccc(cc1)S(=O)(=O)NC(=N[C@@H]1CC[C@H](CC1)C)O)O
Standard InCHI:	InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19-
Standard InCHIKey:	WIGIZIANZCJQQY-RUCARUNLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6076

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	99
0.1-0.2	1293
0.2-0.3	8333
0.3-0.4	15576
0.4-0.5	4759
0.5-0.6	743
0.6-0.7	84
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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	NPC32858
High Similarity	1.0	NPC194857
Intermediate Similarity	0.7236	NPC317400
Remote Similarity	0.6861	NPC470544
Remote Similarity	0.6846	NPC132636
Remote Similarity	0.6812	NPC470545
Remote Similarity	0.6763	NPC470546
Remote Similarity	0.6739	NPC239357
Remote Similarity	0.6713	NPC22746
Remote Similarity	0.6642	NPC476048
Remote Similarity	0.6621	NPC477937
Remote Similarity	0.662	NPC71684
Remote Similarity	0.6617	NPC471447
Remote Similarity	0.6571	NPC476440
Remote Similarity	0.6562	NPC471319
Remote Similarity	0.6562	NPC471320
Remote Similarity	0.6549	NPC200964
Remote Similarity	0.6541	NPC143516
Remote Similarity	0.6496	NPC181390
Remote Similarity	0.6496	NPC475013
Remote Similarity	0.6493	NPC474973
Remote Similarity	0.6493	NPC45033
Remote Similarity	0.6493	NPC130898
Remote Similarity	0.6493	NPC474804
Remote Similarity	0.6486	NPC300315
Remote Similarity	0.6475	NPC33742
Remote Similarity	0.6457	NPC473661
Remote Similarity	0.6454	NPC254088
Remote Similarity	0.6439	NPC329375
Remote Similarity	0.6438	NPC101719
Remote Similarity	0.6433	NPC313850
Remote Similarity	0.6419	NPC111428
Remote Similarity	0.6419	NPC473322
Remote Similarity	0.6418	NPC473418
Remote Similarity	0.6414	NPC6975
Remote Similarity	0.6405	NPC89489
Remote Similarity	0.6403	NPC35850
Remote Similarity	0.6403	NPC276949
Remote Similarity	0.64	NPC325479
Remote Similarity	0.6389	NPC202521
Remote Similarity	0.6376	NPC200589
Remote Similarity	0.637	NPC222466
Remote Similarity	0.6357	NPC108339
Remote Similarity	0.6357	NPC246904
Remote Similarity	0.6333	NPC255447
Remote Similarity	0.6319	NPC476990
Remote Similarity	0.6319	NPC27833
Remote Similarity	0.6306	NPC322878
Remote Similarity	0.6294	NPC220698
Remote Similarity	0.6277	NPC473676
Remote Similarity	0.6235	NPC286551
Remote Similarity	0.6233	NPC252878
Remote Similarity	0.6231	NPC256452
Remote Similarity	0.6225	NPC126458
Remote Similarity	0.6222	NPC275467
Remote Similarity	0.6216	NPC79698
Remote Similarity	0.6197	NPC473573
Remote Similarity	0.619	NPC305602
Remote Similarity	0.619	NPC17497
Remote Similarity	0.619	NPC46427
Remote Similarity	0.6154	NPC315276
Remote Similarity	0.6154	NPC285926
Remote Similarity	0.6154	NPC14672
Remote Similarity	0.6136	NPC472258
Remote Similarity	0.6133	NPC319766
Remote Similarity	0.6125	NPC311658
Remote Similarity	0.6118	NPC130309
Remote Similarity	0.6108	NPC469243
Remote Similarity	0.6104	NPC141050
Remote Similarity	0.6103	NPC469974
Remote Similarity	0.6099	NPC474584
Remote Similarity	0.6093	NPC165726
Remote Similarity	0.6093	NPC213969
Remote Similarity	0.6076	NPC468984
Remote Similarity	0.6065	NPC314835
Remote Similarity	0.6061	NPC25565
Remote Similarity	0.6049	NPC283783
Remote Similarity	0.6039	NPC287401
Remote Similarity	0.6031	NPC71140
Remote Similarity	0.6031	NPC474974
Remote Similarity	0.6015	NPC473501
Remote Similarity	0.6015	NPC475439
Remote Similarity	0.6014	NPC473498
Remote Similarity	0.6012	NPC475544
Remote Similarity	0.6012	NPC154478
Remote Similarity	0.6	NPC473002
Remote Similarity	0.6	NPC223207
Remote Similarity	0.5988	NPC84317
Remote Similarity	0.5988	NPC105717
Remote Similarity	0.5986	NPC302169
Remote Similarity	0.5975	NPC161069
Remote Similarity	0.5974	NPC473962
Remote Similarity	0.5965	NPC471771
Remote Similarity	0.5965	NPC290755
Remote Similarity	0.5965	NPC304074
Remote Similarity	0.5964	NPC473580
Remote Similarity	0.5964	NPC469903
Remote Similarity	0.5963	NPC314114
Remote Similarity	0.5951	NPC13470
Remote Similarity	0.5942	NPC167336
Remote Similarity	0.5938	NPC52748
Remote Similarity	0.5924	NPC43755
Remote Similarity	0.5924	NPC471265
Remote Similarity	0.5924	NPC471264
Remote Similarity	0.5924	NPC127741
Remote Similarity	0.5912	NPC202613
Remote Similarity	0.5909	NPC120251
Remote Similarity	0.5909	NPC7067
Remote Similarity	0.5906	NPC217804
Remote Similarity	0.5906	NPC210377
Remote Similarity	0.5906	NPC22883
Remote Similarity	0.5906	NPC5719
Remote Similarity	0.5901	NPC315266
Remote Similarity	0.5901	NPC478040
Remote Similarity	0.5901	NPC209509
Remote Similarity	0.5899	NPC472999
Remote Similarity	0.5899	NPC327481
Remote Similarity	0.5897	NPC248283
Remote Similarity	0.5893	NPC324850
Remote Similarity	0.5886	NPC98424
Remote Similarity	0.5886	NPC92784
Remote Similarity	0.5886	NPC178662
Remote Similarity	0.5886	NPC470884
Remote Similarity	0.5886	NPC77992
Remote Similarity	0.5886	NPC476133
Remote Similarity	0.5882	NPC73655
Remote Similarity	0.5879	NPC300443
Remote Similarity	0.5873	NPC474088
Remote Similarity	0.5872	NPC15068
Remote Similarity	0.5867	NPC175726
Remote Similarity	0.5867	NPC474082
Remote Similarity	0.5864	NPC262077
Remote Similarity	0.5862	NPC198254
Remote Similarity	0.5862	NPC274198
Remote Similarity	0.5858	NPC62104
Remote Similarity	0.5858	NPC1390
Remote Similarity	0.5849	NPC239762
Remote Similarity	0.5849	NPC163392
Remote Similarity	0.5845	NPC319579
Remote Similarity	0.5843	NPC122590
Remote Similarity	0.5838	NPC63040
Remote Similarity	0.5828	NPC16188
Remote Similarity	0.5828	NPC138775
Remote Similarity	0.5824	NPC473003
Remote Similarity	0.5824	NPC469902
Remote Similarity	0.5823	NPC68865
Remote Similarity	0.5817	NPC105114
Remote Similarity	0.5817	NPC152850
Remote Similarity	0.5817	NPC71933
Remote Similarity	0.5817	NPC89923
Remote Similarity	0.5817	NPC239990
Remote Similarity	0.5813	NPC263493
Remote Similarity	0.5813	NPC476989
Remote Similarity	0.5813	NPC269398
Remote Similarity	0.581	NPC153554
Remote Similarity	0.5802	NPC201244
Remote Similarity	0.5802	NPC477217
Remote Similarity	0.5802	NPC471680
Remote Similarity	0.5796	NPC474473
Remote Similarity	0.5795	NPC475532
Remote Similarity	0.5793	NPC471820
Remote Similarity	0.5793	NPC471821
Remote Similarity	0.5779	NPC313722
Remote Similarity	0.5779	NPC469666
Remote Similarity	0.5776	NPC77905
Remote Similarity	0.5771	NPC276506
Remote Similarity	0.5769	NPC207428
Remote Similarity	0.5765	NPC24617
Remote Similarity	0.5763	NPC165285
Remote Similarity	0.5759	NPC473360
Remote Similarity	0.5758	NPC254798
Remote Similarity	0.5758	NPC2501
Remote Similarity	0.5755	NPC194390
Remote Similarity	0.5755	NPC224610
Remote Similarity	0.5755	NPC88267
Remote Similarity	0.5755	NPC113326
Remote Similarity	0.5752	NPC136453
Remote Similarity	0.575	NPC307357
Remote Similarity	0.575	NPC476259
Remote Similarity	0.575	NPC268841
Remote Similarity	0.575	NPC46098
Remote Similarity	0.5746	NPC161972
Remote Similarity	0.5746	NPC303045
Remote Similarity	0.5745	NPC55529
Remote Similarity	0.5741	NPC476978
Remote Similarity	0.5732	NPC135121
Remote Similarity	0.5731	NPC114806
Remote Similarity	0.5731	NPC471527
Remote Similarity	0.573	NPC196243
Remote Similarity	0.5723	NPC475168
Remote Similarity	0.5723	NPC7817
Remote Similarity	0.5723	NPC189116
Remote Similarity	0.5714	NPC168113
Remote Similarity	0.5714	NPC129486
Remote Similarity	0.5714	NPC469427
Remote Similarity	0.5714	NPC469426
Remote Similarity	0.5714	NPC280022
Remote Similarity	0.5714	NPC231986
Remote Similarity	0.5706	NPC313867
Remote Similarity	0.5706	NPC5620

Drug Structure

NPD6076 OpenBabel08211708292D 37 39 0 0 1 0 0 0 0 0999 V2000 -4.4591 -4.0310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3840 -2.3554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2681 -3.4432 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 3.4641 3.0000 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 1.7321 4.0000 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 -1.5000 -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 -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 -4.5055 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2976 -1.9487 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 1.7321 3.0000 0.0000 C 0 0 1 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 -5.1636 -2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9067 -1.7796 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 -6.0000 0.0000 0.0000 C 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 -5.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8849 -1.9875 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 -7.0000 0.0000 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 -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 1.7321 0.0000 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 4 1 0 0 0 0 3 17 1 0 0 0 0 4 21 1 0 0 0 0 5 9 1 0 0 0 0 5 16 1 0 0 0 0 6 10 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 18 2 0 0 0 0 8 12 2 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 28 1 0 0 0 0 16 2 1 6 0 0 0 17 21 2 0 0 0 0 19 26 1 1 0 0 0 20 34 1 0 0 0 0 21 22 1 0 0 0 0 22 28 1 0 0 0 0 22 29 2 0 0 0 0 23 26 2 3 0 0 0 23 27 1 0 0 0 0 23 30 1 0 0 0 0 24 25 2 3 0 0 0 24 28 1 0 0 0 0 24 31 1 0 0 0 0 27 34 1 0 0 0 0 27 35 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 32 34 2 0 0 0 0 33 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6820
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	490.22
ALogP	0.2885
MLogP	3
XLogP	4.487
HDA	9
HBD	3
Rotatable Bonds	14
TPSA	140.04
RO5 Violation	0