NPASS drugs

Drug Information

Drug ID:	NPD3798
Drug Name:	Exisulind
Molecular Formula:	C20H17FO4S
Canonical SMILES:	OC(=O)CC1=C(C)/C(=C/c2ccc(cc2)S(=O)(=O)C)/c2c1cc(F)cc2
Standard InCHI:	InChI=1S/C20H17FO4S/c1-12-17(9-13-3-6-15(7-4-13)26(2,24)25)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9-
Standard InCHIKey:	MVGSNCBCUWPVDA-MFOYZWKCSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3798

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	149
0.1-0.2	1007
0.2-0.3	2309
0.3-0.4	8863
0.4-0.5	15009
0.5-0.6	3364
0.6-0.7	185
0.7-0.8	4
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	0.7203	NPC264728
Intermediate Similarity	0.7069	NPC172925
Intermediate Similarity	0.7034	NPC120393
Intermediate Similarity	0.7009	NPC469893
Remote Similarity	0.6957	NPC86987
Remote Similarity	0.6949	NPC469891
Remote Similarity	0.6949	NPC469892
Remote Similarity	0.6949	NPC469890
Remote Similarity	0.6917	NPC133809
Remote Similarity	0.6917	NPC225079
Remote Similarity	0.6917	NPC128248
Remote Similarity	0.6917	NPC136810
Remote Similarity	0.6864	NPC261947
Remote Similarity	0.6847	NPC44830
Remote Similarity	0.6774	NPC94751
Remote Similarity	0.6774	NPC244933
Remote Similarity	0.6774	NPC142326
Remote Similarity	0.6774	NPC85560
Remote Similarity	0.6754	NPC322387
Remote Similarity	0.6727	NPC127343
Remote Similarity	0.6724	NPC274455
Remote Similarity	0.6724	NPC70940
Remote Similarity	0.6724	NPC86670
Remote Similarity	0.6696	NPC329064
Remote Similarity	0.6696	NPC285773
Remote Similarity	0.6694	NPC7435
Remote Similarity	0.6692	NPC9274
Remote Similarity	0.6667	NPC329556
Remote Similarity	0.6667	NPC255676
Remote Similarity	0.6667	NPC226041
Remote Similarity	0.664	NPC37914
Remote Similarity	0.6638	NPC9822
Remote Similarity	0.6613	NPC329282
Remote Similarity	0.6562	NPC475002
Remote Similarity	0.6562	NPC95126
Remote Similarity	0.6557	NPC221825
Remote Similarity	0.6529	NPC477767
Remote Similarity	0.6512	NPC66208
Remote Similarity	0.6504	NPC94487
Remote Similarity	0.6475	NPC229242
Remote Similarity	0.6475	NPC271475
Remote Similarity	0.6452	NPC474820
Remote Similarity	0.6452	NPC475978
Remote Similarity	0.6435	NPC95965
Remote Similarity	0.6429	NPC471186
Remote Similarity	0.6429	NPC105899
Remote Similarity	0.6429	NPC321670
Remote Similarity	0.6417	NPC34243
Remote Similarity	0.6406	NPC318327
Remote Similarity	0.6404	NPC288903
Remote Similarity	0.6391	NPC212891
Remote Similarity	0.6387	NPC141607
Remote Similarity	0.6387	NPC187725
Remote Similarity	0.6364	NPC221275
Remote Similarity	0.6348	NPC267704
Remote Similarity	0.6336	NPC306977
Remote Similarity	0.6336	NPC206414
Remote Similarity	0.6336	NPC287055
Remote Similarity	0.6336	NPC93287
Remote Similarity	0.6336	NPC242957
Remote Similarity	0.6328	NPC21929
Remote Similarity	0.6328	NPC156648
Remote Similarity	0.6328	NPC249811
Remote Similarity	0.632	NPC284477
Remote Similarity	0.6303	NPC84288
Remote Similarity	0.6293	NPC294134
Remote Similarity	0.6288	NPC471721
Remote Similarity	0.6288	NPC294458
Remote Similarity	0.6279	NPC281604
Remote Similarity	0.6271	NPC477693
Remote Similarity	0.6271	NPC477704
Remote Similarity	0.627	NPC247976
Remote Similarity	0.626	NPC289201
Remote Similarity	0.626	NPC270654
Remote Similarity	0.625	NPC317645
Remote Similarity	0.625	NPC185763
Remote Similarity	0.625	NPC100767
Remote Similarity	0.625	NPC83409
Remote Similarity	0.6241	NPC186933
Remote Similarity	0.624	NPC282895
Remote Similarity	0.623	NPC206764
Remote Similarity	0.6222	NPC45794
Remote Similarity	0.6222	NPC76308
Remote Similarity	0.6222	NPC325295
Remote Similarity	0.622	NPC472221
Remote Similarity	0.622	NPC472222
Remote Similarity	0.6218	NPC231591
Remote Similarity	0.6212	NPC477476
Remote Similarity	0.6212	NPC477475
Remote Similarity	0.6204	NPC470585
Remote Similarity	0.6202	NPC112903
Remote Similarity	0.619	NPC320891
Remote Similarity	0.619	NPC304873
Remote Similarity	0.6181	NPC246913
Remote Similarity	0.6174	NPC323103
Remote Similarity	0.6172	NPC134120
Remote Similarity	0.6165	NPC153053
Remote Similarity	0.616	NPC476042
Remote Similarity	0.616	NPC217621
Remote Similarity	0.6154	NPC475006
Remote Similarity	0.6154	NPC85493
Remote Similarity	0.6154	NPC475710
Remote Similarity	0.6148	NPC471928
Remote Similarity	0.6148	NPC471924
Remote Similarity	0.6148	NPC261181
Remote Similarity	0.6148	NPC158157
Remote Similarity	0.6148	NPC471925
Remote Similarity	0.6143	NPC318067
Remote Similarity	0.6136	NPC321852
Remote Similarity	0.6136	NPC471188
Remote Similarity	0.6136	NPC292834
Remote Similarity	0.6136	NPC471189
Remote Similarity	0.6131	NPC202015
Remote Similarity	0.6131	NPC79933
Remote Similarity	0.6131	NPC473974
Remote Similarity	0.6131	NPC42657
Remote Similarity	0.6131	NPC31296
Remote Similarity	0.6131	NPC258366
Remote Similarity	0.6129	NPC103048
Remote Similarity	0.6129	NPC253423
Remote Similarity	0.6121	NPC270507
Remote Similarity	0.6119	NPC476357
Remote Similarity	0.6116	NPC110704
Remote Similarity	0.6115	NPC269923
Remote Similarity	0.6115	NPC369
Remote Similarity	0.6115	NPC293831
Remote Similarity	0.6115	NPC167323
Remote Similarity	0.6111	NPC469481
Remote Similarity	0.6103	NPC471926
Remote Similarity	0.6094	NPC269644
Remote Similarity	0.6094	NPC19136
Remote Similarity	0.6087	NPC234337
Remote Similarity	0.6087	NPC280827
Remote Similarity	0.6087	NPC243059
Remote Similarity	0.6087	NPC183339
Remote Similarity	0.6087	NPC133389
Remote Similarity	0.608	NPC145052
Remote Similarity	0.6071	NPC108286
Remote Similarity	0.6066	NPC323164
Remote Similarity	0.6063	NPC244427
Remote Similarity	0.6063	NPC25458
Remote Similarity	0.6063	NPC222390
Remote Similarity	0.6063	NPC474112
Remote Similarity	0.6061	NPC260818
Remote Similarity	0.6061	NPC133308
Remote Similarity	0.6061	NPC265513
Remote Similarity	0.6058	NPC472698
Remote Similarity	0.6058	NPC472697
Remote Similarity	0.6058	NPC318173
Remote Similarity	0.6058	NPC328694
Remote Similarity	0.6056	NPC9180
Remote Similarity	0.6056	NPC100402
Remote Similarity	0.6053	NPC272260
Remote Similarity	0.6048	NPC61944
Remote Similarity	0.6047	NPC474307
Remote Similarity	0.6045	NPC307651
Remote Similarity	0.6043	NPC241001
Remote Similarity	0.6043	NPC164852
Remote Similarity	0.6043	NPC21216
Remote Similarity	0.6034	NPC103387
Remote Similarity	0.6033	NPC185501
Remote Similarity	0.6032	NPC54647
Remote Similarity	0.6031	NPC10251
Remote Similarity	0.6031	NPC17417
Remote Similarity	0.6029	NPC242764
Remote Similarity	0.6029	NPC105141
Remote Similarity	0.6028	NPC85511
Remote Similarity	0.6028	NPC328107
Remote Similarity	0.6018	NPC9796
Remote Similarity	0.6017	NPC123476
Remote Similarity	0.6016	NPC274443
Remote Similarity	0.6015	NPC280789
Remote Similarity	0.6015	NPC186128
Remote Similarity	0.6015	NPC218855
Remote Similarity	0.6014	NPC204784
Remote Similarity	0.6	NPC324569
Remote Similarity	0.6	NPC121800
Remote Similarity	0.6	NPC188677
Remote Similarity	0.6	NPC25385
Remote Similarity	0.6	NPC133135
Remote Similarity	0.6	NPC70843
Remote Similarity	0.6	NPC193640
Remote Similarity	0.6	NPC251579
Remote Similarity	0.6	NPC156021
Remote Similarity	0.6	NPC474111
Remote Similarity	0.6	NPC329705
Remote Similarity	0.6	NPC155429
Remote Similarity	0.6	NPC475905
Remote Similarity	0.6	NPC217111
Remote Similarity	0.5986	NPC295664
Remote Similarity	0.5985	NPC214067
Remote Similarity	0.5985	NPC196246
Remote Similarity	0.5985	NPC251854
Remote Similarity	0.5985	NPC476440
Remote Similarity	0.5985	NPC93084
Remote Similarity	0.5984	NPC158623
Remote Similarity	0.5971	NPC190501
Remote Similarity	0.5971	NPC478121
Remote Similarity	0.5971	NPC318552
Remote Similarity	0.597	NPC470253

Drug Structure

NPD3798 OpenBabel08211704332D 27 29 0 0 0 0 0 0 0 0999 V2000 6.1637 0.2274 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 2.5000 -0.8660 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 2.9343 3.0667 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 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1422 2.0886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6285 3.4268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6160 2.3554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6774 3.7359 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 4.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7024 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8364 2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7205 3.3500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4695 4.7140 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.6341 3.7567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9115 3.9377 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 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 6.0160 4.9323 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 26 1 0 0 0 0 3 6 1 0 0 0 0 3 13 2 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 8 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 17 2 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 18 1 0 0 0 0 11 20 1 0 0 0 0 12 17 1 0 0 0 0 12 18 2 0 0 0 0 14 21 1 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 18 19 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 23 27 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001574
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	372.08
ALogP	0.9426
MLogP	3
XLogP	5.066
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	79.82
RO5 Violation	1