NPASS drugs

Drug Information

Drug ID:	NPD4899
Drug Name:
Molecular Formula:	C22H20N2O5S
Canonical SMILES:	COc1ccc(cc1)S(=O)(=O)N(c1ccccc1/C=C/c1ccn(=O)cc1)C(=O)C
Standard InCHI:	InChI=1S/C22H20N2O5S/c1-17(25)24(30(27,28)21-11-9-20(29-2)10-12-21)22-6-4-3-5-19(22)8-7-18-13-15-23(26)16-14-18/h3-16H,1-2H3/b8-7+
Standard InCHIKey:	OCKHRKSTDPOHEN-BQYQJAHWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4899

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	350
0.1-0.2	3203
0.2-0.3	9636
0.3-0.4	7485
0.4-0.5	7232
0.5-0.6	2377
0.6-0.7	567
0.7-0.8	40
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	0.75	NPC177404
Intermediate Similarity	0.7487	NPC168486
Intermediate Similarity	0.7487	NPC222592
Intermediate Similarity	0.7464	NPC274982
Intermediate Similarity	0.7432	NPC26850
Intermediate Similarity	0.7374	NPC195268
Intermediate Similarity	0.7374	NPC133140
Intermediate Similarity	0.7358	NPC470474
Intermediate Similarity	0.7313	NPC267928
Intermediate Similarity	0.7295	NPC287208
Intermediate Similarity	0.7295	NPC82548
Intermediate Similarity	0.7268	NPC26872
Intermediate Similarity	0.726	NPC174758
Intermediate Similarity	0.726	NPC174672
Intermediate Similarity	0.7211	NPC476518
Intermediate Similarity	0.7198	NPC323345
Intermediate Similarity	0.7198	NPC470164
Intermediate Similarity	0.7188	NPC312872
Intermediate Similarity	0.7173	NPC121658
Intermediate Similarity	0.7173	NPC14651
Intermediate Similarity	0.7172	NPC74382
Intermediate Similarity	0.7172	NPC206251
Intermediate Similarity	0.7157	NPC476578
Intermediate Similarity	0.7157	NPC476582
Intermediate Similarity	0.7157	NPC4071
Intermediate Similarity	0.715	NPC285558
Intermediate Similarity	0.71	NPC134079
Intermediate Similarity	0.7067	NPC264166
Intermediate Similarity	0.7067	NPC274291
Intermediate Similarity	0.7067	NPC36229
Intermediate Similarity	0.7067	NPC16452
Intermediate Similarity	0.7067	NPC476581
Intermediate Similarity	0.7067	NPC47059
Intermediate Similarity	0.7067	NPC118832
Intermediate Similarity	0.7067	NPC165349
Intermediate Similarity	0.7067	NPC329708
Intermediate Similarity	0.704	NPC141053
Intermediate Similarity	0.7039	NPC234197
Intermediate Similarity	0.7019	NPC475774
Intermediate Similarity	0.7015	NPC76748
Remote Similarity	0.6995	NPC198673
Remote Similarity	0.6995	NPC307963
Remote Similarity	0.6981	NPC470020
Remote Similarity	0.698	NPC92111
Remote Similarity	0.6965	NPC296527
Remote Similarity	0.6963	NPC471178
Remote Similarity	0.6957	NPC315957
Remote Similarity	0.6957	NPC477019
Remote Similarity	0.6957	NPC19872
Remote Similarity	0.6957	NPC176538
Remote Similarity	0.6948	NPC208284
Remote Similarity	0.6947	NPC471177
Remote Similarity	0.6947	NPC59779
Remote Similarity	0.6947	NPC124542
Remote Similarity	0.6942	NPC127085
Remote Similarity	0.6942	NPC168911
Remote Similarity	0.6923	NPC232727
Remote Similarity	0.6923	NPC31930
Remote Similarity	0.6919	NPC266551
Remote Similarity	0.6919	NPC313189
Remote Similarity	0.6911	NPC118511
Remote Similarity	0.6908	NPC287437
Remote Similarity	0.6904	NPC472168
Remote Similarity	0.6903	NPC470017
Remote Similarity	0.6901	NPC167860
Remote Similarity	0.6901	NPC123976
Remote Similarity	0.6901	NPC290689
Remote Similarity	0.6884	NPC236668
Remote Similarity	0.6881	NPC224327
Remote Similarity	0.6881	NPC17565
Remote Similarity	0.6872	NPC470022
Remote Similarity	0.6872	NPC111624
Remote Similarity	0.6866	NPC204385
Remote Similarity	0.686	NPC239954
Remote Similarity	0.6857	NPC245816
Remote Similarity	0.6857	NPC476138
Remote Similarity	0.6852	NPC146976
Remote Similarity	0.684	NPC193238
Remote Similarity	0.6837	NPC296482
Remote Similarity	0.6837	NPC53069
Remote Similarity	0.6837	NPC202605
Remote Similarity	0.6837	NPC202768
Remote Similarity	0.6837	NPC112206
Remote Similarity	0.6834	NPC206201
Remote Similarity	0.6822	NPC85273
Remote Similarity	0.6816	NPC20249
Remote Similarity	0.681	NPC295898
Remote Similarity	0.6806	NPC266931
Remote Similarity	0.6802	NPC473432
Remote Similarity	0.6794	NPC121772
Remote Similarity	0.6768	NPC283152
Remote Similarity	0.6763	NPC13880
Remote Similarity	0.6763	NPC251090
Remote Similarity	0.6761	NPC135549
Remote Similarity	0.6759	NPC251160
Remote Similarity	0.6757	NPC65277
Remote Similarity	0.675	NPC161887
Remote Similarity	0.675	NPC219963
Remote Similarity	0.6748	NPC289786
Remote Similarity	0.6744	NPC188420
Remote Similarity	0.6728	NPC271215
Remote Similarity	0.6728	NPC476287
Remote Similarity	0.6728	NPC149471
Remote Similarity	0.6727	NPC193267
Remote Similarity	0.6727	NPC213530
Remote Similarity	0.6712	NPC216612
Remote Similarity	0.6703	NPC471323
Remote Similarity	0.6696	NPC470018
Remote Similarity	0.6684	NPC473764
Remote Similarity	0.6684	NPC314940
Remote Similarity	0.6682	NPC96405
Remote Similarity	0.6682	NPC470586
Remote Similarity	0.6682	NPC26679
Remote Similarity	0.6682	NPC171409
Remote Similarity	0.6682	NPC322482
Remote Similarity	0.6667	NPC170114
Remote Similarity	0.6667	NPC74575
Remote Similarity	0.6667	NPC210256
Remote Similarity	0.6651	NPC162530
Remote Similarity	0.6651	NPC211813
Remote Similarity	0.6649	NPC473057
Remote Similarity	0.6636	NPC473513
Remote Similarity	0.6635	NPC329747
Remote Similarity	0.6633	NPC44161
Remote Similarity	0.6633	NPC224764
Remote Similarity	0.6633	NPC288943
Remote Similarity	0.6623	NPC49547
Remote Similarity	0.6622	NPC323969
Remote Similarity	0.6621	NPC235076
Remote Similarity	0.6621	NPC470549
Remote Similarity	0.662	NPC185782
Remote Similarity	0.662	NPC200836
Remote Similarity	0.662	NPC53144
Remote Similarity	0.6619	NPC212213
Remote Similarity	0.6618	NPC324149
Remote Similarity	0.6617	NPC271792
Remote Similarity	0.6606	NPC23614
Remote Similarity	0.6606	NPC100079
Remote Similarity	0.6603	NPC473053
Remote Similarity	0.6603	NPC194967
Remote Similarity	0.6601	NPC62069
Remote Similarity	0.6592	NPC310118
Remote Similarity	0.6592	NPC60621
Remote Similarity	0.659	NPC11464
Remote Similarity	0.659	NPC471304
Remote Similarity	0.6574	NPC476465
Remote Similarity	0.6571	NPC224928
Remote Similarity	0.6567	NPC42979
Remote Similarity	0.6567	NPC99891
Remote Similarity	0.6565	NPC253675
Remote Similarity	0.6564	NPC314954
Remote Similarity	0.6562	NPC210434
Remote Similarity	0.6562	NPC122463
Remote Similarity	0.6561	NPC305984
Remote Similarity	0.656	NPC242923
Remote Similarity	0.6558	NPC472111
Remote Similarity	0.6557	NPC329793
Remote Similarity	0.6552	NPC176127
Remote Similarity	0.6547	NPC128115
Remote Similarity	0.6547	NPC174049
Remote Similarity	0.6546	NPC285635
Remote Similarity	0.6538	NPC99666
Remote Similarity	0.6535	NPC24019
Remote Similarity	0.6533	NPC122436
Remote Similarity	0.6532	NPC473822
Remote Similarity	0.6532	NPC204446
Remote Similarity	0.6532	NPC173080
Remote Similarity	0.653	NPC264176
Remote Similarity	0.653	NPC472098
Remote Similarity	0.6528	NPC469897
Remote Similarity	0.652	NPC84478
Remote Similarity	0.652	NPC110151
Remote Similarity	0.652	NPC284559
Remote Similarity	0.6515	NPC32534
Remote Similarity	0.6513	NPC26543
Remote Similarity	0.6513	NPC48192
Remote Similarity	0.6509	NPC184225
Remote Similarity	0.6505	NPC66083
Remote Similarity	0.6502	NPC118776
Remote Similarity	0.6502	NPC168209
Remote Similarity	0.6502	NPC46451
Remote Similarity	0.6494	NPC24802
Remote Similarity	0.6488	NPC42591
Remote Similarity	0.6483	NPC472434
Remote Similarity	0.6482	NPC252590
Remote Similarity	0.6481	NPC101350
Remote Similarity	0.648	NPC97367
Remote Similarity	0.6478	NPC101543
Remote Similarity	0.6478	NPC469554
Remote Similarity	0.6476	NPC153467
Remote Similarity	0.6468	NPC203754
Remote Similarity	0.6468	NPC150048
Remote Similarity	0.6468	NPC72905
Remote Similarity	0.6468	NPC469589
Remote Similarity	0.6467	NPC251722
Remote Similarity	0.6467	NPC314102
Remote Similarity	0.6465	NPC223427
Remote Similarity	0.6462	NPC25899
Remote Similarity	0.6441	NPC142385
Remote Similarity	0.6441	NPC152768

Drug Structure

NPD4899 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 -1.4545 2.5193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 4.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 -2.5193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9091 -1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4545 -2.5193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4848 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 2.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 2.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9394 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9394 -1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9091 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9091 -1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9394 1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4545 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9697 -1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4545 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3939 -0.8398 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9697 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9091 1.6796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3636 -0.8398 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9697 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.8788 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 17 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 19 2 0 0 0 0 6 22 2 0 0 0 0 7 8 2 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 20 2 0 0 0 0 10 12 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 18 2 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 23 2 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 17 25 2 0 0 0 0 19 22 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 24 1 0 0 0 0 23 26 2 0 0 0 0 24 30 1 0 0 0 0 27 30 2 0 0 0 0 28 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000128
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9888590
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.11
ALogP	-0.6574
MLogP	3
XLogP	4.246
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	97.52
RO5 Violation	0