NPASS drugs

Drug Information

Drug ID:	NPD4156
Drug Name:	Glisoxepide
Molecular Formula:	C20H27N5O5S
Canonical SMILES:	Cc1onc(c1)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=NN1CCCCCC1)O
Standard InCHI:	InChI=1S/C20H27N5O5S/c1-15-14-18(23-30-15)19(26)21-11-10-16-6-8-17(9-7-16)31(28,29)24-20(27)22-25-12-4-2-3-5-13-25/h6-9,14H,2-5,10-13H2,1H3,(H,21,26)(H2,22,24,27)
Standard InCHIKey:	ZKUDBRCEOBOWLF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD4156

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	313
0.1-0.2	3647
0.2-0.3	9272
0.3-0.4	12694
0.4-0.5	3645
0.5-0.6	1308
0.6-0.7	11
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Remote Similarity	0.6316	NPC322064
Remote Similarity	0.6146	NPC233380
Remote Similarity	0.6098	NPC189116
Remote Similarity	0.6085	NPC478141
Remote Similarity	0.6068	NPC323969
Remote Similarity	0.6063	NPC78767
Remote Similarity	0.6063	NPC473814
Remote Similarity	0.6035	NPC270918
Remote Similarity	0.6017	NPC220851
Remote Similarity	0.6009	NPC324091
Remote Similarity	0.6	NPC477003
Remote Similarity	0.5991	NPC316282
Remote Similarity	0.5991	NPC74153
Remote Similarity	0.5991	NPC50562
Remote Similarity	0.599	NPC2414
Remote Similarity	0.5973	NPC93390
Remote Similarity	0.5973	NPC198401
Remote Similarity	0.5972	NPC133003
Remote Similarity	0.5966	NPC67658
Remote Similarity	0.5956	NPC471944
Remote Similarity	0.5953	NPC314659
Remote Similarity	0.5938	NPC162417
Remote Similarity	0.5938	NPC316104
Remote Similarity	0.5907	NPC197335
Remote Similarity	0.5892	NPC194740
Remote Similarity	0.589	NPC269270
Remote Similarity	0.589	NPC168209
Remote Similarity	0.5885	NPC477516
Remote Similarity	0.5885	NPC196718
Remote Similarity	0.5874	NPC102592
Remote Similarity	0.5874	NPC79356
Remote Similarity	0.587	NPC477590
Remote Similarity	0.587	NPC477585
Remote Similarity	0.587	NPC477586
Remote Similarity	0.587	NPC477588
Remote Similarity	0.5865	NPC14686
Remote Similarity	0.5856	NPC473821
Remote Similarity	0.5851	NPC257851
Remote Similarity	0.5837	NPC110182
Remote Similarity	0.5826	NPC295158
Remote Similarity	0.5826	NPC66777
Remote Similarity	0.5826	NPC471762
Remote Similarity	0.5826	NPC471155
Remote Similarity	0.5822	NPC37268
Remote Similarity	0.582	NPC102593
Remote Similarity	0.5816	NPC243633
Remote Similarity	0.5816	NPC175150
Remote Similarity	0.5815	NPC98864
Remote Similarity	0.5813	NPC264400
Remote Similarity	0.581	NPC471652
Remote Similarity	0.5805	NPC27041
Remote Similarity	0.5802	NPC471648
Remote Similarity	0.5801	NPC270241
Remote Similarity	0.5799	NPC87391
Remote Similarity	0.5797	NPC154478
Remote Similarity	0.5785	NPC157931
Remote Similarity	0.5783	NPC225400
Remote Similarity	0.5783	NPC471191
Remote Similarity	0.5777	NPC84317
Remote Similarity	0.5766	NPC476460
Remote Similarity	0.5766	NPC92803
Remote Similarity	0.5764	NPC317701
Remote Similarity	0.5758	NPC183777
Remote Similarity	0.5758	NPC470786
Remote Similarity	0.5758	NPC472538
Remote Similarity	0.5752	NPC248782
Remote Similarity	0.5752	NPC472284
Remote Similarity	0.5749	NPC477549
Remote Similarity	0.5747	NPC18890
Remote Similarity	0.5742	NPC133470
Remote Similarity	0.5742	NPC289776
Remote Similarity	0.5742	NPC191863
Remote Similarity	0.5734	NPC470205
Remote Similarity	0.5732	NPC276657
Remote Similarity	0.5727	NPC141612
Remote Similarity	0.5727	NPC17273
Remote Similarity	0.5727	NPC135601
Remote Similarity	0.5721	NPC151635
Remote Similarity	0.5714	NPC300596
Remote Similarity	0.5714	NPC248601
Remote Similarity	0.5714	NPC237649
Remote Similarity	0.5708	NPC21429
Remote Similarity	0.5702	NPC219087
Remote Similarity	0.5701	NPC278434
Remote Similarity	0.57	NPC478040
Remote Similarity	0.5696	NPC134848
Remote Similarity	0.5691	NPC207686
Remote Similarity	0.5691	NPC475196
Remote Similarity	0.5688	NPC184932
Remote Similarity	0.5688	NPC472861
Remote Similarity	0.5688	NPC270301
Remote Similarity	0.5687	NPC115232
Remote Similarity	0.5682	NPC241025
Remote Similarity	0.5681	NPC471943
Remote Similarity	0.5676	NPC221873
Remote Similarity	0.5674	NPC469529
Remote Similarity	0.5671	NPC473239
Remote Similarity	0.5671	NPC472259
Remote Similarity	0.567	NPC194857
Remote Similarity	0.567	NPC32858
Remote Similarity	0.5668	NPC284888
Remote Similarity	0.5665	NPC171787
Remote Similarity	0.5663	NPC477587
Remote Similarity	0.5663	NPC477589
Remote Similarity	0.5663	NPC184225
Remote Similarity	0.5658	NPC293917
Remote Similarity	0.5658	NPC477004
Remote Similarity	0.5656	NPC150308
Remote Similarity	0.5656	NPC478078
Remote Similarity	0.5654	NPC477979
Remote Similarity	0.565	NPC471196
Remote Similarity	0.565	NPC471195
Remote Similarity	0.5648	NPC471743
Remote Similarity	0.5647	NPC472286
Remote Similarity	0.5647	NPC472287
Remote Similarity	0.5644	NPC472242
Remote Similarity	0.564	NPC101350
Remote Similarity	0.564	NPC138293
Remote Similarity	0.564	NPC113056
Remote Similarity	0.5636	NPC153980
Remote Similarity	0.5636	NPC6865
Remote Similarity	0.5634	NPC66490
Remote Similarity	0.5634	NPC129486
Remote Similarity	0.5631	NPC206186
Remote Similarity	0.5628	NPC475532
Remote Similarity	0.5625	NPC74360
Remote Similarity	0.5625	NPC138370
Remote Similarity	0.562	NPC16352
Remote Similarity	0.5619	NPC202812
Remote Similarity	0.5616	NPC259678
Remote Similarity	0.5616	NPC28368
Remote Similarity	0.5615	NPC24370
Remote Similarity	0.5615	NPC319232
Remote Similarity	0.5613	NPC471130
Remote Similarity	0.5612	NPC207866
Remote Similarity	0.5611	NPC282103
Remote Similarity	0.5611	NPC476423
Remote Similarity	0.5606	NPC122553
Remote Similarity	0.5604	NPC251391
Remote Similarity	0.5602	NPC272174
Remote Similarity	0.5602	NPC165285
Remote Similarity	0.56	NPC235685
Remote Similarity	0.56	NPC316202
Remote Similarity	0.56	NPC471164

Drug Structure

NPD4156 OpenBabel08211704332D 34 36 0 0 0 0 0 0 0 0999 V2000 -5.2681 -5.1753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2452 3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2564 3.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3799 1.2314 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 -1.5000 -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 2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4243 0.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9067 -3.5116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1636 -4.1808 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 -1.0000 -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 -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 -5.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5055 -2.7026 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 2.5981 1.5000 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 0.8660 2.5000 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 -4.2976 -3.6808 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 -6.0000 -0.0000 0.0000 H 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 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 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 12 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 30 1 0 0 0 0 17 31 1 0 0 0 0 18 19 1 0 0 0 0 18 23 2 0 0 0 0 19 21 1 0 0 0 0 19 26 2 0 0 0 0 20 22 2 3 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 21 32 1 0 0 0 0 22 25 1 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 24 33 1 0 0 0 0 27 34 1 0 0 0 0 28 31 2 0 0 0 0 29 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000925
DrugBank	DB01289
ChEMBL	CHEMBL2106618
IUPHAR/BPS
PharmaGKB	PA164743233
KEGG Drug
PubChem CID	32778
ChEBI	135731
CAS Number	25046-79-1

Drug Properties

Molecular Weight	449.17
ALogP	-1.6975
MLogP	2.45
XLogP	3.503
HDA	8
HBD	3
Rotatable Bonds	11
TPSA	145.51
RO5 Violation	0