NPASS drugs

Drug Information

Drug ID:	NPD3316
Drug Name:
Molecular Formula:	C19H18F3N3O4S
Canonical SMILES:	CN1CCN(CC1)C1=Nc2ccccc2Oc2c1cc(cc2)OS(=O)(=O)C(F)(F)F
Standard InCHI:	InChI=1S/C19H18F3N3O4S/c1-24-8-10-25(11-9-24)18-14-12-13(29-30(26,27)19(20,21)22)6-7-16(14)28-17-5-3-2-4-15(17)23-18/h2-7,12H,8-11H2,1H3
Standard InCHIKey:	DQNCRNVCBHYBQP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3316

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	383
0.1-0.2	2656
0.2-0.3	9893
0.3-0.4	3016
0.4-0.5	11796
0.5-0.6	2955
0.6-0.7	191
0.7-0.8	0
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
Remote Similarity	0.6885	NPC315257
Remote Similarity	0.6859	NPC473432
Remote Similarity	0.6774	NPC306366
Remote Similarity	0.6755	NPC204179
Remote Similarity	0.6617	NPC92803
Remote Similarity	0.66	NPC18890
Remote Similarity	0.652	NPC198401
Remote Similarity	0.6515	NPC98197
Remote Similarity	0.644	NPC118511
Remote Similarity	0.6436	NPC217294
Remote Similarity	0.6398	NPC473422
Remote Similarity	0.6368	NPC301163
Remote Similarity	0.6359	NPC85482
Remote Similarity	0.6354	NPC314113
Remote Similarity	0.6343	NPC471306
Remote Similarity	0.6343	NPC471321
Remote Similarity	0.633	NPC476568
Remote Similarity	0.6316	NPC93593
Remote Similarity	0.63	NPC118776
Remote Similarity	0.629	NPC51957
Remote Similarity	0.629	NPC476144
Remote Similarity	0.629	NPC210437
Remote Similarity	0.629	NPC106295
Remote Similarity	0.629	NPC16107
Remote Similarity	0.6289	NPC314861
Remote Similarity	0.6289	NPC127362
Remote Similarity	0.6287	NPC313886
Remote Similarity	0.6279	NPC471314
Remote Similarity	0.6279	NPC471315
Remote Similarity	0.6264	NPC189724
Remote Similarity	0.6264	NPC212850
Remote Similarity	0.6264	NPC83289
Remote Similarity	0.6257	NPC7467
Remote Similarity	0.6256	NPC470586
Remote Similarity	0.625	NPC231862
Remote Similarity	0.6231	NPC152680
Remote Similarity	0.6231	NPC190783
Remote Similarity	0.6231	NPC285941
Remote Similarity	0.6231	NPC232386
Remote Similarity	0.623	NPC26850
Remote Similarity	0.623	NPC188163
Remote Similarity	0.623	NPC474915
Remote Similarity	0.623	NPC213206
Remote Similarity	0.623	NPC328750
Remote Similarity	0.6226	NPC311357
Remote Similarity	0.6225	NPC249996
Remote Similarity	0.6221	NPC471532
Remote Similarity	0.622	NPC272706
Remote Similarity	0.6219	NPC270301
Remote Similarity	0.6218	NPC177404
Remote Similarity	0.6218	NPC216816
Remote Similarity	0.6216	NPC247298
Remote Similarity	0.6212	NPC312872
Remote Similarity	0.6207	NPC476202
Remote Similarity	0.6207	NPC42591
Remote Similarity	0.6203	NPC476151
Remote Similarity	0.62	NPC316161
Remote Similarity	0.6197	NPC473460
Remote Similarity	0.6195	NPC257851
Remote Similarity	0.619	NPC13397
Remote Similarity	0.6175	NPC314682
Remote Similarity	0.6169	NPC293093
Remote Similarity	0.6168	NPC36229
Remote Similarity	0.6168	NPC476581
Remote Similarity	0.6168	NPC16452
Remote Similarity	0.6162	NPC225381
Remote Similarity	0.6158	NPC195538
Remote Similarity	0.6158	NPC26872
Remote Similarity	0.6158	NPC471132
Remote Similarity	0.6158	NPC469829
Remote Similarity	0.6154	NPC24954
Remote Similarity	0.6154	NPC203972
Remote Similarity	0.615	NPC245974
Remote Similarity	0.6146	NPC66083
Remote Similarity	0.6142	NPC477888
Remote Similarity	0.614	NPC472111
Remote Similarity	0.6139	NPC190461
Remote Similarity	0.6138	NPC103379
Remote Similarity	0.6138	NPC477565
Remote Similarity	0.6136	NPC66191
Remote Similarity	0.6136	NPC316297
Remote Similarity	0.6136	NPC314817
Remote Similarity	0.6135	NPC475411
Remote Similarity	0.6134	NPC191863
Remote Similarity	0.6134	NPC289776
Remote Similarity	0.6134	NPC133470
Remote Similarity	0.6134	NPC57105
Remote Similarity	0.6134	NPC230942
Remote Similarity	0.6134	NPC315498
Remote Similarity	0.6133	NPC138365
Remote Similarity	0.6117	NPC110741
Remote Similarity	0.6117	NPC321617
Remote Similarity	0.6114	NPC25084
Remote Similarity	0.6114	NPC247639
Remote Similarity	0.6111	NPC297584
Remote Similarity	0.6106	NPC133140
Remote Similarity	0.6106	NPC195268
Remote Similarity	0.6105	NPC471308
Remote Similarity	0.6105	NPC289330
Remote Similarity	0.6105	NPC17388
Remote Similarity	0.6105	NPC160120
Remote Similarity	0.6105	NPC53596
Remote Similarity	0.6103	NPC31930
Remote Similarity	0.6102	NPC172403
Remote Similarity	0.61	NPC8467
Remote Similarity	0.6087	NPC477838
Remote Similarity	0.6087	NPC477837
Remote Similarity	0.6082	NPC93653
Remote Similarity	0.608	NPC83198
Remote Similarity	0.608	NPC204908
Remote Similarity	0.6078	NPC179704
Remote Similarity	0.6077	NPC29650
Remote Similarity	0.6077	NPC78284
Remote Similarity	0.6075	NPC52801
Remote Similarity	0.6075	NPC136860
Remote Similarity	0.6075	NPC128019
Remote Similarity	0.6075	NPC476567
Remote Similarity	0.6071	NPC70172
Remote Similarity	0.6068	NPC232872
Remote Similarity	0.6066	NPC314948
Remote Similarity	0.6064	NPC473934
Remote Similarity	0.6062	NPC278799
Remote Similarity	0.6062	NPC207757
Remote Similarity	0.6062	NPC276588
Remote Similarity	0.6062	NPC138487
Remote Similarity	0.6062	NPC54379
Remote Similarity	0.6062	NPC193949
Remote Similarity	0.6062	NPC5238
Remote Similarity	0.6062	NPC204828
Remote Similarity	0.6062	NPC110416
Remote Similarity	0.6062	NPC184026
Remote Similarity	0.6062	NPC249797
Remote Similarity	0.6062	NPC127674
Remote Similarity	0.6062	NPC216459
Remote Similarity	0.6062	NPC295691
Remote Similarity	0.6062	NPC172765
Remote Similarity	0.6062	NPC189266
Remote Similarity	0.6062	NPC2413
Remote Similarity	0.6062	NPC469817
Remote Similarity	0.6062	NPC41178
Remote Similarity	0.6062	NPC39701
Remote Similarity	0.6056	NPC208022
Remote Similarity	0.6056	NPC471953
Remote Similarity	0.6055	NPC471561
Remote Similarity	0.6048	NPC85381
Remote Similarity	0.6047	NPC475774
Remote Similarity	0.604	NPC474815
Remote Similarity	0.6037	NPC16249
Remote Similarity	0.6036	NPC471531
Remote Similarity	0.6031	NPC146288
Remote Similarity	0.6027	NPC290689
Remote Similarity	0.6022	NPC184437
Remote Similarity	0.602	NPC317439
Remote Similarity	0.602	NPC198498
Remote Similarity	0.602	NPC76682
Remote Similarity	0.602	NPC115284
Remote Similarity	0.602	NPC63646
Remote Similarity	0.602	NPC227060
Remote Similarity	0.602	NPC317145
Remote Similarity	0.602	NPC276890
Remote Similarity	0.602	NPC10908
Remote Similarity	0.6019	NPC276674
Remote Similarity	0.6019	NPC262725
Remote Similarity	0.6019	NPC470930
Remote Similarity	0.6019	NPC204385
Remote Similarity	0.6019	NPC33902
Remote Similarity	0.6018	NPC476287
Remote Similarity	0.6011	NPC185838
Remote Similarity	0.6011	NPC9373
Remote Similarity	0.601	NPC168486
Remote Similarity	0.601	NPC10875
Remote Similarity	0.601	NPC174629
Remote Similarity	0.601	NPC70092
Remote Similarity	0.601	NPC10730
Remote Similarity	0.601	NPC222592
Remote Similarity	0.6009	NPC476578
Remote Similarity	0.6009	NPC476582
Remote Similarity	0.6009	NPC4071
Remote Similarity	0.6	NPC235628
Remote Similarity	0.6	NPC24233
Remote Similarity	0.6	NPC474881
Remote Similarity	0.6	NPC476571
Remote Similarity	0.6	NPC73280
Remote Similarity	0.6	NPC302001
Remote Similarity	0.6	NPC246587
Remote Similarity	0.6	NPC428
Remote Similarity	0.6	NPC476572
Remote Similarity	0.6	NPC66573
Remote Similarity	0.6	NPC147390
Remote Similarity	0.6	NPC135538
Remote Similarity	0.6	NPC475959
Remote Similarity	0.5991	NPC478049
Remote Similarity	0.5991	NPC267928
Remote Similarity	0.599	NPC283152
Remote Similarity	0.599	NPC254700
Remote Similarity	0.599	NPC326316
Remote Similarity	0.599	NPC81733
Remote Similarity	0.599	NPC21425
Remote Similarity	0.599	NPC228040
Remote Similarity	0.599	NPC129518

Drug Structure

NPD3316 OpenBabel08211703112D 30 33 0 0 0 0 0 0 0 0999 V2000 2.2393 -5.1679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6915 -5.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2548 -4.7966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6943 -5.5481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8209 -3.8956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0612 -3.8982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5507 -5.5533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1056 -3.6034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4049 -5.2585 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2604 -4.6472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8237 -3.8209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5830 -3.9888 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 -1.8660 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2632 -4.7219 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2837 -4.8731 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6274 -4.2836 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 -3.5289 -2.8653 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 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 2 0 0 0 0 5 17 2 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 25 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 29 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 16 28 1 0 0 0 0 17 28 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 19 30 1 0 0 0 0 26 30 2 0 0 0 0 27 30 2 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000817
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10026300
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.10
ALogP	1.377
MLogP	2.34
XLogP	3.881
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	79.82
RO5 Violation	0