NPASS drugs

Drug Information

Drug ID:	NPD3914
Drug Name:
Molecular Formula:	C20H21N5O3S
Canonical SMILES:	NCCc1c[nH]c2c1cc(cc2)c1onc(n1)Cc1ccc(cc1)NS(=O)(=O)C
Standard InCHI:	InChI=1S/C20H21N5O3S/c1-29(26,27)25-16-5-2-13(3-6-16)10-19-23-20(28-24-19)14-4-7-18-17(11-14)15(8-9-21)12-22-18/h2-7,11-12,22,25H,8-10,21H2,1H3
Standard InCHIKey:	HKXMQLISPYELRD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3914

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	551
0.1-0.2	4199
0.2-0.3	9052
0.3-0.4	12748
0.4-0.5	1842
0.5-0.6	1504
0.6-0.7	940
0.7-0.8	54
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	0.759	NPC63109
Intermediate Similarity	0.7521	NPC16352
Intermediate Similarity	0.75	NPC264285
Intermediate Similarity	0.749	NPC74619
Intermediate Similarity	0.7477	NPC131887
Intermediate Similarity	0.7459	NPC171393
Intermediate Similarity	0.7459	NPC295452
Intermediate Similarity	0.7436	NPC276657
Intermediate Similarity	0.7415	NPC130570
Intermediate Similarity	0.7403	NPC282247
Intermediate Similarity	0.7354	NPC227582
Intermediate Similarity	0.7339	NPC36405
Intermediate Similarity	0.7321	NPC67288
Intermediate Similarity	0.7318	NPC83111
Intermediate Similarity	0.7316	NPC82370
Intermediate Similarity	0.7289	NPC74413
Intermediate Similarity	0.7269	NPC260900
Intermediate Similarity	0.7257	NPC252338
Intermediate Similarity	0.7238	NPC476818
Intermediate Similarity	0.7214	NPC77101
Intermediate Similarity	0.721	NPC6865
Intermediate Similarity	0.721	NPC153980
Intermediate Similarity	0.7207	NPC476460
Intermediate Similarity	0.7179	NPC207866
Intermediate Similarity	0.7167	NPC72956
Intermediate Similarity	0.7161	NPC267811
Intermediate Similarity	0.7154	NPC15801
Intermediate Similarity	0.7137	NPC110182
Intermediate Similarity	0.7118	NPC476073
Intermediate Similarity	0.7117	NPC321708
Intermediate Similarity	0.7112	NPC116555
Intermediate Similarity	0.7108	NPC39092
Intermediate Similarity	0.7104	NPC160381
Intermediate Similarity	0.7073	NPC39370
Intermediate Similarity	0.7064	NPC471193
Intermediate Similarity	0.7064	NPC471194
Intermediate Similarity	0.7061	NPC207686
Intermediate Similarity	0.7061	NPC473186
Intermediate Similarity	0.7056	NPC473376
Intermediate Similarity	0.7056	NPC101350
Intermediate Similarity	0.7054	NPC229893
Intermediate Similarity	0.7046	NPC471192
Intermediate Similarity	0.7042	NPC473317
Intermediate Similarity	0.7029	NPC269270
Intermediate Similarity	0.7026	NPC175602
Intermediate Similarity	0.702	NPC471536
Intermediate Similarity	0.7017	NPC472285
Intermediate Similarity	0.7016	NPC184225
Intermediate Similarity	0.7016	NPC235685
Intermediate Similarity	0.7013	NPC317701
Intermediate Similarity	0.7009	NPC61038
Intermediate Similarity	0.7008	NPC156003
Intermediate Similarity	0.7004	NPC474412
Intermediate Similarity	0.7	NPC14686
Remote Similarity	0.6982	NPC308931
Remote Similarity	0.6982	NPC99939
Remote Similarity	0.698	NPC326363
Remote Similarity	0.6979	NPC303951
Remote Similarity	0.6967	NPC157931
Remote Similarity	0.6957	NPC213308
Remote Similarity	0.6955	NPC16659
Remote Similarity	0.6955	NPC125597
Remote Similarity	0.6953	NPC45190
Remote Similarity	0.6953	NPC300156
Remote Similarity	0.6951	NPC267853
Remote Similarity	0.6949	NPC54981
Remote Similarity	0.6949	NPC23294
Remote Similarity	0.6949	NPC9894
Remote Similarity	0.6939	NPC471762
Remote Similarity	0.6935	NPC325976
Remote Similarity	0.6932	NPC478013
Remote Similarity	0.6923	NPC244897
Remote Similarity	0.6923	NPC4687
Remote Similarity	0.6923	NPC249583
Remote Similarity	0.6923	NPC270918
Remote Similarity	0.692	NPC118940
Remote Similarity	0.6911	NPC69843
Remote Similarity	0.6909	NPC265710
Remote Similarity	0.6908	NPC477549
Remote Similarity	0.6904	NPC322064
Remote Similarity	0.6904	NPC170114
Remote Similarity	0.6894	NPC39679
Remote Similarity	0.6891	NPC31700
Remote Similarity	0.6885	NPC478006
Remote Similarity	0.6882	NPC314056
Remote Similarity	0.6875	NPC27041
Remote Similarity	0.6872	NPC220851
Remote Similarity	0.6867	NPC316411
Remote Similarity	0.6864	NPC284775
Remote Similarity	0.6862	NPC470549
Remote Similarity	0.6861	NPC477003
Remote Similarity	0.686	NPC314882
Remote Similarity	0.6857	NPC319232
Remote Similarity	0.6857	NPC24370
Remote Similarity	0.6855	NPC196718
Remote Similarity	0.6855	NPC165743
Remote Similarity	0.6851	NPC183777
Remote Similarity	0.6851	NPC243850
Remote Similarity	0.685	NPC78609
Remote Similarity	0.6849	NPC219087
Remote Similarity	0.6849	NPC471603
Remote Similarity	0.6846	NPC475746
Remote Similarity	0.6842	NPC470730
Remote Similarity	0.6842	NPC477176
Remote Similarity	0.6842	NPC304203
Remote Similarity	0.6842	NPC470729
Remote Similarity	0.6842	NPC116622
Remote Similarity	0.6842	NPC477175
Remote Similarity	0.683	NPC473189
Remote Similarity	0.6829	NPC192712
Remote Similarity	0.6828	NPC138370
Remote Similarity	0.6827	NPC63279
Remote Similarity	0.6824	NPC178858
Remote Similarity	0.6822	NPC71238
Remote Similarity	0.6822	NPC86834
Remote Similarity	0.6822	NPC171787
Remote Similarity	0.6822	NPC210828
Remote Similarity	0.682	NPC54744
Remote Similarity	0.6815	NPC474877
Remote Similarity	0.6815	NPC315062
Remote Similarity	0.6815	NPC477177
Remote Similarity	0.6815	NPC475969
Remote Similarity	0.6815	NPC475859
Remote Similarity	0.681	NPC315491
Remote Similarity	0.681	NPC45459
Remote Similarity	0.6807	NPC87413
Remote Similarity	0.6805	NPC117980
Remote Similarity	0.6802	NPC66777
Remote Similarity	0.68	NPC297642
Remote Similarity	0.6798	NPC99666
Remote Similarity	0.6792	NPC478157
Remote Similarity	0.679	NPC272174
Remote Similarity	0.679	NPC323969
Remote Similarity	0.6788	NPC477633
Remote Similarity	0.6787	NPC111275
Remote Similarity	0.6787	NPC267078
Remote Similarity	0.6787	NPC132329
Remote Similarity	0.6787	NPC935
Remote Similarity	0.6787	NPC240088
Remote Similarity	0.6787	NPC102593
Remote Similarity	0.6787	NPC59269
Remote Similarity	0.6787	NPC473380
Remote Similarity	0.678	NPC283117
Remote Similarity	0.6778	NPC308137
Remote Similarity	0.6778	NPC110602
Remote Similarity	0.6778	NPC310211
Remote Similarity	0.6778	NPC75726
Remote Similarity	0.6778	NPC31385
Remote Similarity	0.6776	NPC122436
Remote Similarity	0.677	NPC17059
Remote Similarity	0.677	NPC278434
Remote Similarity	0.6763	NPC62995
Remote Similarity	0.6761	NPC323244
Remote Similarity	0.676	NPC474357
Remote Similarity	0.675	NPC39500
Remote Similarity	0.6746	NPC28945
Remote Similarity	0.674	NPC213629
Remote Similarity	0.6737	NPC471191
Remote Similarity	0.6736	NPC208284
Remote Similarity	0.6736	NPC294375
Remote Similarity	0.6736	NPC293151
Remote Similarity	0.6736	NPC169402
Remote Similarity	0.6736	NPC187501
Remote Similarity	0.6734	NPC194740
Remote Similarity	0.6724	NPC470499
Remote Similarity	0.6723	NPC478158
Remote Similarity	0.6722	NPC116238
Remote Similarity	0.6722	NPC118228
Remote Similarity	0.6721	NPC474195
Remote Similarity	0.6721	NPC470018
Remote Similarity	0.6721	NPC150239
Remote Similarity	0.6712	NPC14113
Remote Similarity	0.6712	NPC145885
Remote Similarity	0.6712	NPC84827
Remote Similarity	0.6711	NPC165495
Remote Similarity	0.6711	NPC154339
Remote Similarity	0.671	NPC242209
Remote Similarity	0.6709	NPC300183
Remote Similarity	0.6709	NPC54420
Remote Similarity	0.6709	NPC471944
Remote Similarity	0.6708	NPC477714
Remote Similarity	0.6708	NPC475736
Remote Similarity	0.6706	NPC470017
Remote Similarity	0.6704	NPC478011
Remote Similarity	0.6704	NPC478009
Remote Similarity	0.6704	NPC478012
Remote Similarity	0.6704	NPC478010
Remote Similarity	0.6696	NPC267343
Remote Similarity	0.6694	NPC280799
Remote Similarity	0.6694	NPC198503
Remote Similarity	0.6694	NPC474896
Remote Similarity	0.6694	NPC257851
Remote Similarity	0.6694	NPC3207
Remote Similarity	0.6693	NPC323752
Remote Similarity	0.6693	NPC70155
Remote Similarity	0.6682	NPC213468
Remote Similarity	0.6681	NPC156704
Remote Similarity	0.6681	NPC476465
Remote Similarity	0.6681	NPC314002
Remote Similarity	0.6681	NPC15102

Drug Structure

NPD3914 OpenBabel08211704332D 33 36 0 0 0 0 0 0 0 0999 V2000 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2433 5.5464 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 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0523 6.1342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4553 3.6115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8675 2.8025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2614 4.1452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5486 5.3910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3479 4.5519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0486 4.5250 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 8.0704 4.7329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9659 5.7275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2743 1.8889 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.8794 6.1342 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 4.2731 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 2.6551 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 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 5.5388 2.9641 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 8.6865 1.0799 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2688 1.7844 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0873 7.1123 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 5 1 0 0 0 0 2 13 2 0 0 0 0 3 6 2 0 0 0 0 3 13 1 0 0 0 0 4 7 2 0 0 0 0 4 14 1 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 19 1 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 15 2 0 0 0 0 12 22 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 16 25 1 0 0 0 0 17 18 2 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 24 2 0 0 0 0 20 23 2 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 21 31 1 0 0 0 0 22 32 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 25 33 1 0 0 0 0 26 29 2 0 0 0 0 27 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007727
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132059
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.14
ALogP	-1.829
MLogP	2.67
XLogP	2.901
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	135.28
RO5 Violation	0