NPASS drugs

Drug Information

Drug ID:	NPD3796
Drug Name:
Molecular Formula:	C20H17F3N2O4S
Canonical SMILES:	COc1ccc(cc1C(=NCc1ccc(cc1)C(F)(F)F)O)CC1SC(=O)N=C1O
Standard InCHI:	InChI=1S/C20H17F3N2O4S/c1-29-15-7-4-12(9-16-18(27)25-19(28)30-16)8-14(15)17(26)24-10-11-2-5-13(6-3-11)20(21,22)23/h2-8,16H,9-10H2,1H3,(H,24,26)(H,25,27,28)
Standard InCHIKey:	NFFXEUUOMTXWCX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3796

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	130
0.1-0.2	1238
0.2-0.3	4540
0.3-0.4	8312
0.4-0.5	4815
0.5-0.6	10325
0.6-0.7	1502
0.7-0.8	28
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	0.7708	NPC43275
Intermediate Similarity	0.75	NPC18614
Intermediate Similarity	0.75	NPC471314
Intermediate Similarity	0.75	NPC471315
Intermediate Similarity	0.7439	NPC52475
Intermediate Similarity	0.7351	NPC29477
Intermediate Similarity	0.7297	NPC263835
Intermediate Similarity	0.7285	NPC62101
Intermediate Similarity	0.7285	NPC95733
Intermediate Similarity	0.7219	NPC211218
Intermediate Similarity	0.7186	NPC275027
Intermediate Similarity	0.7181	NPC471308
Intermediate Similarity	0.7181	NPC17388
Intermediate Similarity	0.7181	NPC53596
Intermediate Similarity	0.7181	NPC160120
Intermediate Similarity	0.7181	NPC289330
Intermediate Similarity	0.7143	NPC251571
Intermediate Similarity	0.7118	NPC206736
Intermediate Similarity	0.7118	NPC195766
Intermediate Similarity	0.7115	NPC114102
Intermediate Similarity	0.7078	NPC301713
Intermediate Similarity	0.7075	NPC303370
Intermediate Similarity	0.7073	NPC313414
Intermediate Similarity	0.707	NPC214869
Intermediate Similarity	0.7051	NPC35961
Intermediate Similarity	0.7051	NPC52029
Intermediate Similarity	0.7051	NPC195749
Intermediate Similarity	0.7034	NPC166837
Remote Similarity	0.6987	NPC155838
Remote Similarity	0.6981	NPC218530
Remote Similarity	0.6975	NPC477838
Remote Similarity	0.6975	NPC477837
Remote Similarity	0.6966	NPC474902
Remote Similarity	0.6964	NPC276665
Remote Similarity	0.6964	NPC265473
Remote Similarity	0.6962	NPC93882
Remote Similarity	0.6962	NPC471953
Remote Similarity	0.6962	NPC130595
Remote Similarity	0.6957	NPC471316
Remote Similarity	0.6923	NPC186898
Remote Similarity	0.6918	NPC313737
Remote Similarity	0.6918	NPC285078
Remote Similarity	0.6918	NPC169766
Remote Similarity	0.6918	NPC6854
Remote Similarity	0.6914	NPC296898
Remote Similarity	0.6908	NPC86966
Remote Similarity	0.6908	NPC83279
Remote Similarity	0.6908	NPC324702
Remote Similarity	0.6887	NPC256369
Remote Similarity	0.6871	NPC189724
Remote Similarity	0.6871	NPC83289
Remote Similarity	0.6871	NPC212850
Remote Similarity	0.6859	NPC218323
Remote Similarity	0.6852	NPC41473
Remote Similarity	0.6852	NPC160607
Remote Similarity	0.6852	NPC14600
Remote Similarity	0.6852	NPC204848
Remote Similarity	0.6852	NPC312770
Remote Similarity	0.6842	NPC321133
Remote Similarity	0.6842	NPC41801
Remote Similarity	0.6842	NPC112823
Remote Similarity	0.6831	NPC474498
Remote Similarity	0.6829	NPC474128
Remote Similarity	0.6828	NPC24101
Remote Similarity	0.6828	NPC153690
Remote Similarity	0.6828	NPC96224
Remote Similarity	0.6826	NPC132771
Remote Similarity	0.6824	NPC141003
Remote Similarity	0.6824	NPC35344
Remote Similarity	0.6821	NPC131118
Remote Similarity	0.6815	NPC153990
Remote Similarity	0.681	NPC299583
Remote Similarity	0.6792	NPC255550
Remote Similarity	0.6792	NPC308885
Remote Similarity	0.6782	NPC221864
Remote Similarity	0.6782	NPC329837
Remote Similarity	0.678	NPC90984
Remote Similarity	0.678	NPC68328
Remote Similarity	0.6778	NPC228040
Remote Similarity	0.6766	NPC5462
Remote Similarity	0.6755	NPC38458
Remote Similarity	0.6755	NPC323948
Remote Similarity	0.6755	NPC311737
Remote Similarity	0.6753	NPC476633
Remote Similarity	0.6748	NPC254610
Remote Similarity	0.6747	NPC63628
Remote Similarity	0.6747	NPC178466
Remote Similarity	0.6744	NPC207675
Remote Similarity	0.6744	NPC212699
Remote Similarity	0.6743	NPC119649
Remote Similarity	0.6743	NPC205255
Remote Similarity	0.6743	NPC271388
Remote Similarity	0.6743	NPC230956
Remote Similarity	0.6743	NPC235143
Remote Similarity	0.6738	NPC477526
Remote Similarity	0.6735	NPC474149
Remote Similarity	0.6726	NPC245974
Remote Similarity	0.6725	NPC127402
Remote Similarity	0.6724	NPC79328
Remote Similarity	0.6722	NPC231371
Remote Similarity	0.6711	NPC5932
Remote Similarity	0.6707	NPC247298
Remote Similarity	0.6705	NPC80759
Remote Similarity	0.6705	NPC79402
Remote Similarity	0.6703	NPC283999
Remote Similarity	0.669	NPC231705
Remote Similarity	0.669	NPC113457
Remote Similarity	0.6689	NPC82963
Remote Similarity	0.6689	NPC54507
Remote Similarity	0.6689	NPC229147
Remote Similarity	0.6689	NPC85292
Remote Similarity	0.6688	NPC105031
Remote Similarity	0.6688	NPC129176
Remote Similarity	0.6687	NPC100478
Remote Similarity	0.6687	NPC222039
Remote Similarity	0.6686	NPC22014
Remote Similarity	0.6667	NPC260118
Remote Similarity	0.6667	NPC258056
Remote Similarity	0.6667	NPC474272
Remote Similarity	0.6667	NPC329731
Remote Similarity	0.6646	NPC470392
Remote Similarity	0.6645	NPC251259
Remote Similarity	0.6644	NPC142297
Remote Similarity	0.663	NPC192939
Remote Similarity	0.663	NPC215747
Remote Similarity	0.6629	NPC306366
Remote Similarity	0.6629	NPC235628
Remote Similarity	0.6629	NPC208280
Remote Similarity	0.6629	NPC209377
Remote Similarity	0.6628	NPC256689
Remote Similarity	0.6628	NPC123011
Remote Similarity	0.6627	NPC123761
Remote Similarity	0.6626	NPC237227
Remote Similarity	0.6623	NPC317254
Remote Similarity	0.6623	NPC464
Remote Similarity	0.6623	NPC185541
Remote Similarity	0.6612	NPC265383
Remote Similarity	0.6611	NPC474881
Remote Similarity	0.661	NPC204179
Remote Similarity	0.6609	NPC107602
Remote Similarity	0.6605	NPC105541
Remote Similarity	0.6601	NPC63010
Remote Similarity	0.6601	NPC190514
Remote Similarity	0.6593	NPC474051
Remote Similarity	0.6592	NPC195392
Remote Similarity	0.6592	NPC223077
Remote Similarity	0.6592	NPC56887
Remote Similarity	0.6592	NPC193853
Remote Similarity	0.659	NPC26601
Remote Similarity	0.6582	NPC102540
Remote Similarity	0.6582	NPC4286
Remote Similarity	0.6582	NPC17809
Remote Similarity	0.6582	NPC103420
Remote Similarity	0.6582	NPC188022
Remote Similarity	0.6582	NPC285040
Remote Similarity	0.6582	NPC76119
Remote Similarity	0.6581	NPC131868
Remote Similarity	0.6579	NPC476565
Remote Similarity	0.6579	NPC258992
Remote Similarity	0.6578	NPC4910
Remote Similarity	0.6578	NPC180253
Remote Similarity	0.6578	NPC219170
Remote Similarity	0.6571	NPC29647
Remote Similarity	0.6568	NPC189908
Remote Similarity	0.6562	NPC219923
Remote Similarity	0.6562	NPC246974
Remote Similarity	0.6562	NPC147247
Remote Similarity	0.6562	NPC283079
Remote Similarity	0.6561	NPC328267
Remote Similarity	0.6559	NPC28425
Remote Similarity	0.6559	NPC276060
Remote Similarity	0.6558	NPC268572
Remote Similarity	0.6558	NPC184302
Remote Similarity	0.6556	NPC118202
Remote Similarity	0.655	NPC471032
Remote Similarity	0.655	NPC470935
Remote Similarity	0.6545	NPC59827
Remote Similarity	0.6545	NPC193528
Remote Similarity	0.6545	NPC184933
Remote Similarity	0.6541	NPC276212
Remote Similarity	0.6541	NPC476353
Remote Similarity	0.6541	NPC311936
Remote Similarity	0.6538	NPC168153
Remote Similarity	0.6536	NPC470936
Remote Similarity	0.6526	NPC223236
Remote Similarity	0.6526	NPC259350
Remote Similarity	0.6526	NPC294244
Remote Similarity	0.6522	NPC470706
Remote Similarity	0.6519	NPC106914
Remote Similarity	0.6519	NPC134195
Remote Similarity	0.6519	NPC246648
Remote Similarity	0.6519	NPC197351
Remote Similarity	0.6519	NPC86502
Remote Similarity	0.6517	NPC60186
Remote Similarity	0.6517	NPC71205
Remote Similarity	0.6516	NPC103916
Remote Similarity	0.6514	NPC287757
Remote Similarity	0.6514	NPC123323
Remote Similarity	0.6514	NPC150670
Remote Similarity	0.6514	NPC319320

Drug Structure

NPD3796 OpenBabel08211704332D 32 34 0 0 1 0 0 0 0 0999 V2000 4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 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 8.7648 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2648 -0.1285 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.2648 -0.1285 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 9.6308 -1.4945 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 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 5.3007 0.0055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2738 -3.0485 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 11 2 0 0 0 0 3 6 2 0 0 0 0 3 11 1 0 0 0 0 4 7 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 24 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 29 1 0 0 0 0 16 18 1 0 0 0 0 16 30 1 0 0 0 0 17 24 2 3 0 0 0 17 26 1 0 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 19 25 1 0 0 0 0 19 28 2 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004417
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	151183
ChEBI
CAS Number

Drug Properties

Molecular Weight	438.09
ALogP	0.9151
MLogP	2.56
XLogP	4.844
HDA	5
HBD	2
Rotatable Bonds	13
TPSA	116.78
RO5 Violation	0