NPASS drugs

Drug Information

Drug ID:	NPD4369
Drug Name:	Basmisanil
Molecular Formula:	C21H20FN3O5S
Canonical SMILES:	Fc1ccc(cc1)c1noc(c1COc1ccc(cn1)C(=O)N1CCS(=O)(=O)CC1)C
Standard InCHI:	InChI=1S/C21H20FN3O5S/c1-14-18(20(24-30-14)15-2-5-17(22)6-3-15)13-29-19-7-4-16(12-23-19)21(26)25-8-10-31(27,28)11-9-25/h2-7,12H,8-11,13H2,1H3
Standard InCHIKey:	VCGRFBXVSFAGGA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4369

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	428
0.1-0.2	3168
0.2-0.3	9448
0.3-0.4	6241
0.4-0.5	8876
0.5-0.6	1880
0.6-0.7	829
0.7-0.8	20
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
Intermediate Similarity	0.7265	NPC269367
Intermediate Similarity	0.7257	NPC274982
Intermediate Similarity	0.7195	NPC196718
Intermediate Similarity	0.7143	NPC16066
Intermediate Similarity	0.7126	NPC161801
Intermediate Similarity	0.7126	NPC102593
Intermediate Similarity	0.7119	NPC322482
Intermediate Similarity	0.7119	NPC122436
Intermediate Similarity	0.7108	NPC477549
Intermediate Similarity	0.7095	NPC298436
Intermediate Similarity	0.708	NPC470022
Intermediate Similarity	0.7076	NPC174758
Intermediate Similarity	0.7076	NPC174672
Intermediate Similarity	0.7059	NPC264176
Intermediate Similarity	0.7052	NPC101350
Intermediate Similarity	0.7028	NPC329631
Intermediate Similarity	0.7012	NPC235685
Intermediate Similarity	0.7008	NPC75179
Intermediate Similarity	0.7004	NPC471762
Intermediate Similarity	0.7004	NPC66777
Remote Similarity	0.6996	NPC323969
Remote Similarity	0.6975	NPC470020
Remote Similarity	0.6972	NPC470017
Remote Similarity	0.6962	NPC287208
Remote Similarity	0.6962	NPC82548
Remote Similarity	0.696	NPC141053
Remote Similarity	0.6958	NPC236668
Remote Similarity	0.6951	NPC97746
Remote Similarity	0.6939	NPC216612
Remote Similarity	0.6932	NPC253675
Remote Similarity	0.6929	NPC146976
Remote Similarity	0.6903	NPC282103
Remote Similarity	0.6897	NPC472435
Remote Similarity	0.6895	NPC157931
Remote Similarity	0.6895	NPC478078
Remote Similarity	0.688	NPC260434
Remote Similarity	0.6868	NPC328928
Remote Similarity	0.6863	NPC119134
Remote Similarity	0.6863	NPC99891
Remote Similarity	0.6857	NPC128115
Remote Similarity	0.6857	NPC472099
Remote Similarity	0.6844	NPC258048
Remote Similarity	0.6844	NPC131885
Remote Similarity	0.6844	NPC470474
Remote Similarity	0.6835	NPC289086
Remote Similarity	0.6834	NPC63971
Remote Similarity	0.6834	NPC91868
Remote Similarity	0.6831	NPC152768
Remote Similarity	0.6831	NPC148183
Remote Similarity	0.6827	NPC74575
Remote Similarity	0.6818	NPC472436
Remote Similarity	0.6816	NPC168209
Remote Similarity	0.6813	NPC217176
Remote Similarity	0.6811	NPC477587
Remote Similarity	0.6811	NPC477589
Remote Similarity	0.6809	NPC188400
Remote Similarity	0.6807	NPC323345
Remote Similarity	0.6807	NPC470164
Remote Similarity	0.6803	NPC305984
Remote Similarity	0.68	NPC311906
Remote Similarity	0.68	NPC196449
Remote Similarity	0.68	NPC314222
Remote Similarity	0.6797	NPC148889
Remote Similarity	0.6792	NPC473833
Remote Similarity	0.6786	NPC49547
Remote Similarity	0.6779	NPC152620
Remote Similarity	0.6777	NPC472098
Remote Similarity	0.677	NPC72905
Remote Similarity	0.6768	NPC475301
Remote Similarity	0.6768	NPC326930
Remote Similarity	0.6768	NPC85879
Remote Similarity	0.6768	NPC53255
Remote Similarity	0.6758	NPC477586
Remote Similarity	0.6758	NPC477590
Remote Similarity	0.6758	NPC477585
Remote Similarity	0.6758	NPC477588
Remote Similarity	0.6757	NPC107123
Remote Similarity	0.6752	NPC267928
Remote Similarity	0.6751	NPC295898
Remote Similarity	0.6747	NPC471615
Remote Similarity	0.6747	NPC473449
Remote Similarity	0.6742	NPC13603
Remote Similarity	0.6742	NPC53534
Remote Similarity	0.6736	NPC146418
Remote Similarity	0.6734	NPC243633
Remote Similarity	0.6734	NPC175150
Remote Similarity	0.6733	NPC246381
Remote Similarity	0.6726	NPC222592
Remote Similarity	0.6726	NPC168486
Remote Similarity	0.6724	NPC56170
Remote Similarity	0.672	NPC470018
Remote Similarity	0.6718	NPC137353
Remote Similarity	0.6708	NPC193238
Remote Similarity	0.6707	NPC205372
Remote Similarity	0.6705	NPC270515
Remote Similarity	0.6695	NPC327592
Remote Similarity	0.6694	NPC198503
Remote Similarity	0.6694	NPC85273
Remote Similarity	0.6693	NPC140296
Remote Similarity	0.6693	NPC172222
Remote Similarity	0.6693	NPC257851
Remote Similarity	0.6693	NPC186351
Remote Similarity	0.668	NPC21638
Remote Similarity	0.6679	NPC471978
Remote Similarity	0.6679	NPC134637
Remote Similarity	0.6667	NPC471979
Remote Similarity	0.6667	NPC194740
Remote Similarity	0.6667	NPC238457
Remote Similarity	0.6667	NPC317373
Remote Similarity	0.6654	NPC180668
Remote Similarity	0.6654	NPC472434
Remote Similarity	0.6654	NPC148896
Remote Similarity	0.6654	NPC471013
Remote Similarity	0.6654	NPC474183
Remote Similarity	0.6653	NPC477901
Remote Similarity	0.6653	NPC41216
Remote Similarity	0.6643	NPC315411
Remote Similarity	0.6639	NPC318299
Remote Similarity	0.6636	NPC177404
Remote Similarity	0.6628	NPC475533
Remote Similarity	0.6628	NPC168922
Remote Similarity	0.6627	NPC60621
Remote Similarity	0.6625	NPC16452
Remote Similarity	0.6625	NPC472259
Remote Similarity	0.6625	NPC285558
Remote Similarity	0.6625	NPC36229
Remote Similarity	0.6625	NPC476581
Remote Similarity	0.6624	NPC123395
Remote Similarity	0.6624	NPC81535
Remote Similarity	0.6624	NPC198673
Remote Similarity	0.6616	NPC10904
Remote Similarity	0.6615	NPC142385
Remote Similarity	0.6615	NPC184680
Remote Similarity	0.6614	NPC26881
Remote Similarity	0.6614	NPC477900
Remote Similarity	0.6614	NPC477899
Remote Similarity	0.6612	NPC317752
Remote Similarity	0.6607	NPC249614
Remote Similarity	0.6604	NPC471015
Remote Similarity	0.6603	NPC324619
Remote Similarity	0.6603	NPC475315
Remote Similarity	0.66	NPC210434
Remote Similarity	0.66	NPC235364
Remote Similarity	0.6599	NPC27041
Remote Similarity	0.6599	NPC169402
Remote Similarity	0.6596	NPC315061
Remote Similarity	0.6596	NPC135950
Remote Similarity	0.6595	NPC44354
Remote Similarity	0.659	NPC78609
Remote Similarity	0.659	NPC208522
Remote Similarity	0.6589	NPC470785
Remote Similarity	0.6589	NPC470784
Remote Similarity	0.6586	NPC276657
Remote Similarity	0.6585	NPC237740
Remote Similarity	0.6583	NPC317572
Remote Similarity	0.6582	NPC474916
Remote Similarity	0.6582	NPC168911
Remote Similarity	0.6582	NPC127085
Remote Similarity	0.6579	NPC303374
Remote Similarity	0.6575	NPC91125
Remote Similarity	0.6575	NPC24019
Remote Similarity	0.6573	NPC314270
Remote Similarity	0.6573	NPC473041
Remote Similarity	0.6571	NPC53069
Remote Similarity	0.6571	NPC202768
Remote Similarity	0.6571	NPC296482
Remote Similarity	0.6567	NPC45389
Remote Similarity	0.6562	NPC473105
Remote Similarity	0.6562	NPC22481
Remote Similarity	0.6559	NPC207531
Remote Similarity	0.6557	NPC290689
Remote Similarity	0.6557	NPC123839
Remote Similarity	0.6557	NPC167860
Remote Similarity	0.6557	NPC123976
Remote Similarity	0.6557	NPC471304
Remote Similarity	0.6555	NPC103361
Remote Similarity	0.6555	NPC476582
Remote Similarity	0.6555	NPC287437
Remote Similarity	0.6555	NPC476578
Remote Similarity	0.6555	NPC4071
Remote Similarity	0.6552	NPC206251
Remote Similarity	0.6552	NPC74382
Remote Similarity	0.6552	NPC316224
Remote Similarity	0.655	NPC184225
Remote Similarity	0.6546	NPC74360
Remote Similarity	0.6542	NPC328596
Remote Similarity	0.6542	NPC328318
Remote Similarity	0.654	NPC1608
Remote Similarity	0.6538	NPC138370
Remote Similarity	0.6537	NPC34770
Remote Similarity	0.6537	NPC90875
Remote Similarity	0.6537	NPC327769
Remote Similarity	0.6525	NPC166722
Remote Similarity	0.6523	NPC233334
Remote Similarity	0.6523	NPC477516
Remote Similarity	0.652	NPC469439
Remote Similarity	0.652	NPC54066
Remote Similarity	0.6518	NPC264674
Remote Similarity	0.6518	NPC477979
Remote Similarity	0.6518	NPC116238

Drug Structure

NPD4369 OpenBabel08211705262D 31 34 0 0 0 0 0 0 0 0999 V2000 1.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7044 -3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9898 -2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4965 -4.2346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1977 -3.8745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 -2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4546 -4.5436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6625 -5.5218 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -4.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8769 -1.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -1.7024 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 5 1 0 0 0 0 2 15 2 0 0 0 0 3 6 2 0 0 0 0 3 15 1 0 0 0 0 4 7 2 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 25 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 31 1 0 0 0 0 11 31 1 0 0 0 0 12 16 2 0 0 0 0 12 23 1 0 0 0 0 13 18 1 0 0 0 0 13 29 1 0 0 0 0 14 18 2 0 0 0 0 14 30 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 19 23 2 0 0 0 0 19 29 1 0 0 0 0 20 24 2 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 24 30 1 0 0 0 0 27 31 2 0 0 0 0 28 31 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	445.11
ALogP	-0.391
MLogP	2.67
XLogP	3.022
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	110.98
RO5 Violation	0