NPASS drugs

Drug Information

Drug ID:	NPD4355
Drug Name:
Molecular Formula:	C21H19N3O3S
Canonical SMILES:	CCOc1ccc(cc1)c1nn2c(c1c1ccc(cc1)S(=O)(=O)C)cccn2
Standard InCHI:	InChI=1S/C21H19N3O3S/c1-3-27-17-10-6-16(7-11-17)21-20(19-5-4-14-22-24(19)23-21)15-8-12-18(13-9-15)28(2,25)26/h4-14H,3H2,1-2H3
Standard InCHIKey:	NXMZBNYLCVTRGB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4355

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	447
0.1-0.2	2862
0.2-0.3	10010
0.3-0.4	4120
0.4-0.5	11240
0.5-0.6	2037
0.6-0.7	173
0.7-0.8	1
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	0.7005	NPC194967
Remote Similarity	0.695	NPC168486
Remote Similarity	0.695	NPC222592
Remote Similarity	0.6886	NPC180504
Remote Similarity	0.6853	NPC477888
Remote Similarity	0.6825	NPC287437
Remote Similarity	0.6822	NPC285558
Remote Similarity	0.6713	NPC470164
Remote Similarity	0.6713	NPC323345
Remote Similarity	0.6682	NPC472193
Remote Similarity	0.6623	NPC153467
Remote Similarity	0.6619	NPC195268
Remote Similarity	0.6619	NPC133140
Remote Similarity	0.6591	NPC123976
Remote Similarity	0.6591	NPC290689
Remote Similarity	0.6591	NPC167860
Remote Similarity	0.6528	NPC232727
Remote Similarity	0.6515	NPC177404
Remote Similarity	0.6512	NPC476582
Remote Similarity	0.6512	NPC476578
Remote Similarity	0.6512	NPC4071
Remote Similarity	0.6496	NPC24802
Remote Similarity	0.6486	NPC208284
Remote Similarity	0.6481	NPC234197
Remote Similarity	0.6481	NPC477019
Remote Similarity	0.6471	NPC174758
Remote Similarity	0.6468	NPC475774
Remote Similarity	0.6455	NPC313189
Remote Similarity	0.6447	NPC26850
Remote Similarity	0.6445	NPC471593
Remote Similarity	0.6438	NPC16452
Remote Similarity	0.6438	NPC36229
Remote Similarity	0.6438	NPC476581
Remote Similarity	0.6432	NPC193267
Remote Similarity	0.6432	NPC213530
Remote Similarity	0.6422	NPC312872
Remote Similarity	0.6419	NPC267928
Remote Similarity	0.6406	NPC176538
Remote Similarity	0.6406	NPC329747
Remote Similarity	0.6393	NPC223427
Remote Similarity	0.6389	NPC72211
Remote Similarity	0.6384	NPC202768
Remote Similarity	0.6384	NPC53069
Remote Similarity	0.6384	NPC296482
Remote Similarity	0.6372	NPC170114
Remote Similarity	0.6359	NPC283152
Remote Similarity	0.6351	NPC206251
Remote Similarity	0.6351	NPC82548
Remote Similarity	0.6351	NPC74382
Remote Similarity	0.6327	NPC470549
Remote Similarity	0.6323	NPC174672
Remote Similarity	0.6318	NPC476138
Remote Similarity	0.6318	NPC245816
Remote Similarity	0.6313	NPC477889
Remote Similarity	0.6306	NPC135549
Remote Similarity	0.6303	NPC204385
Remote Similarity	0.6301	NPC31930
Remote Similarity	0.63	NPC274982
Remote Similarity	0.6296	NPC70259
Remote Similarity	0.6294	NPC26872
Remote Similarity	0.6291	NPC76748
Remote Similarity	0.6286	NPC84478
Remote Similarity	0.6283	NPC476287
Remote Similarity	0.6279	NPC307963
Remote Similarity	0.6278	NPC475910
Remote Similarity	0.6268	NPC206201
Remote Similarity	0.6262	NPC92111
Remote Similarity	0.6256	NPC11017
Remote Similarity	0.6256	NPC19872
Remote Similarity	0.6256	NPC121772
Remote Similarity	0.625	NPC205934
Remote Similarity	0.625	NPC43787
Remote Similarity	0.6244	NPC224327
Remote Similarity	0.6244	NPC296527
Remote Similarity	0.6244	NPC162484
Remote Similarity	0.6239	NPC96405
Remote Similarity	0.6239	NPC251160
Remote Similarity	0.6239	NPC202605
Remote Similarity	0.6239	NPC112206
Remote Similarity	0.6239	NPC26679
Remote Similarity	0.6239	NPC171409
Remote Similarity	0.6222	NPC470020
Remote Similarity	0.6222	NPC188420
Remote Similarity	0.6221	NPC251090
Remote Similarity	0.6213	NPC314954
Remote Similarity	0.6211	NPC271215
Remote Similarity	0.6211	NPC149471
Remote Similarity	0.6211	NPC266931
Remote Similarity	0.6205	NPC470931
Remote Similarity	0.6205	NPC287208
Remote Similarity	0.6204	NPC329541
Remote Similarity	0.6199	NPC475112
Remote Similarity	0.6199	NPC291535
Remote Similarity	0.6199	NPC475085
Remote Similarity	0.6188	NPC476106
Remote Similarity	0.6188	NPC472111
Remote Similarity	0.6182	NPC329793
Remote Similarity	0.6178	NPC469589
Remote Similarity	0.6167	NPC264176
Remote Similarity	0.6161	NPC176127
Remote Similarity	0.6157	NPC324149
Remote Similarity	0.6154	NPC473432
Remote Similarity	0.6154	NPC476044
Remote Similarity	0.6154	NPC288943
Remote Similarity	0.6154	NPC267423
Remote Similarity	0.615	NPC11464
Remote Similarity	0.6148	NPC470504
Remote Similarity	0.6147	NPC13880
Remote Similarity	0.6143	NPC118832
Remote Similarity	0.6143	NPC264166
Remote Similarity	0.6143	NPC47059
Remote Similarity	0.6143	NPC329708
Remote Similarity	0.6143	NPC165349
Remote Similarity	0.6143	NPC274291
Remote Similarity	0.614	NPC134079
Remote Similarity	0.6134	NPC469554
Remote Similarity	0.6133	NPC476465
Remote Similarity	0.6126	NPC295898
Remote Similarity	0.6125	NPC295228
Remote Similarity	0.6121	NPC477533
Remote Similarity	0.6121	NPC174049
Remote Similarity	0.6119	NPC243834
Remote Similarity	0.6119	NPC70956
Remote Similarity	0.6114	NPC235076
Remote Similarity	0.6111	NPC322482
Remote Similarity	0.6106	NPC185782
Remote Similarity	0.6104	NPC100079
Remote Similarity	0.6104	NPC473822
Remote Similarity	0.6104	NPC23614
Remote Similarity	0.6094	NPC310118
Remote Similarity	0.6094	NPC60621
Remote Similarity	0.6091	NPC99891
Remote Similarity	0.6083	NPC114335
Remote Similarity	0.6083	NPC280964
Remote Similarity	0.6083	NPC141915
Remote Similarity	0.6079	NPC199667
Remote Similarity	0.6079	NPC471304
Remote Similarity	0.6074	NPC101350
Remote Similarity	0.6073	NPC473053
Remote Similarity	0.6071	NPC475070
Remote Similarity	0.6071	NPC470500
Remote Similarity	0.607	NPC236668
Remote Similarity	0.607	NPC469592
Remote Similarity	0.607	NPC471080
Remote Similarity	0.607	NPC162530
Remote Similarity	0.6067	NPC101543
Remote Similarity	0.6056	NPC62069
Remote Similarity	0.6055	NPC79293
Remote Similarity	0.6055	NPC279401
Remote Similarity	0.6047	NPC66083
Remote Similarity	0.6043	NPC146976
Remote Similarity	0.6043	NPC122436
Remote Similarity	0.6042	NPC96584
Remote Similarity	0.6042	NPC470889
Remote Similarity	0.6042	NPC255800
Remote Similarity	0.6035	NPC201697
Remote Similarity	0.6035	NPC473181
Remote Similarity	0.6034	NPC110151
Remote Similarity	0.6034	NPC473041
Remote Similarity	0.6034	NPC204446
Remote Similarity	0.6033	NPC235685
Remote Similarity	0.6027	NPC469440
Remote Similarity	0.6027	NPC131017
Remote Similarity	0.6026	NPC477532
Remote Similarity	0.6026	NPC472098
Remote Similarity	0.6026	NPC94157
Remote Similarity	0.6025	NPC201508
Remote Similarity	0.6009	NPC99666
Remote Similarity	0.6009	NPC5145
Remote Similarity	0.6009	NPC46451
Remote Similarity	0.6008	NPC315822
Remote Similarity	0.6	NPC56618
Remote Similarity	0.6	NPC470930
Remote Similarity	0.6	NPC216612
Remote Similarity	0.5991	NPC473513
Remote Similarity	0.5982	NPC289786
Remote Similarity	0.5981	NPC284559
Remote Similarity	0.5975	NPC141053
Remote Similarity	0.5973	NPC224928
Remote Similarity	0.5966	NPC469594
Remote Similarity	0.5966	NPC173080
Remote Similarity	0.5964	NPC315957
Remote Similarity	0.5963	NPC469390
Remote Similarity	0.5962	NPC476518
Remote Similarity	0.5962	NPC470474
Remote Similarity	0.5962	NPC118776
Remote Similarity	0.5958	NPC475253
Remote Similarity	0.5957	NPC48353
Remote Similarity	0.5957	NPC316981
Remote Similarity	0.5948	NPC8022
Remote Similarity	0.5948	NPC470799
Remote Similarity	0.5945	NPC242928
Remote Similarity	0.5941	NPC476997
Remote Similarity	0.594	NPC17565
Remote Similarity	0.5938	NPC470586
Remote Similarity	0.5933	NPC121658
Remote Similarity	0.5933	NPC14651
Remote Similarity	0.5932	NPC118121
Remote Similarity	0.5932	NPC280272
Remote Similarity	0.5931	NPC478074

Drug Structure

NPD4355 OpenBabel08211705262D 28 31 0 0 0 0 0 0 0 0999 V2000 -5.1485 4.9990 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 -5.3564 4.0208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4563 5.1230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 4.3799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 3.3006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 4.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9190 2.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4543 4.6389 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1473 6.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 4.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6622 3.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 6.2820 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 5.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 5.5388 0.0000 N 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6132 3.3517 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 1 3 1 0 0 0 0 2 28 1 0 0 0 0 3 27 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 19 1 0 0 0 0 6 10 1 0 0 0 0 6 16 2 0 0 0 0 7 11 2 0 0 0 0 7 16 1 0 0 0 0 8 12 1 0 0 0 0 8 15 2 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 13 18 1 0 0 0 0 14 22 2 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 21 23 2 0 0 0 0 22 24 1 0 0 0 0 23 24 1 0 0 0 0 25 28 2 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000830
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9832687
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.11
ALogP	-0.1111
MLogP	3
XLogP	4.569
HDA	5
HBD	0
Rotatable Bonds	7
TPSA	81.94
RO5 Violation	0