NPASS drugs

Drug Information

Drug ID:	NPD3797
Drug Name:	Sulindac
Molecular Formula:	C20H17FO3S
Canonical SMILES:	OC(=O)CC1=C(C)/C(=C/c2ccc(cc2)S(=O)C)/c2c1cc(F)cc2
Standard InCHI:	InChI=1S/C20H17FO3S/c1-12-17(9-13-3-6-15(7-4-13)25(2)24)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:	MLKXDPUZXIRXEP-MFOYZWKCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3797

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	146
0.1-0.2	1012
0.2-0.3	2337
0.3-0.4	9097
0.4-0.5	14807
0.5-0.6	3274
0.6-0.7	205
0.7-0.8	12
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	0.7328	NPC264728
Intermediate Similarity	0.7193	NPC172925
Intermediate Similarity	0.7155	NPC120393
Intermediate Similarity	0.713	NPC469893
Intermediate Similarity	0.708	NPC86987
Intermediate Similarity	0.7069	NPC469892
Intermediate Similarity	0.7069	NPC469890
Intermediate Similarity	0.7069	NPC469891
Intermediate Similarity	0.7034	NPC133809
Intermediate Similarity	0.7034	NPC128248
Intermediate Similarity	0.7034	NPC225079
Intermediate Similarity	0.7034	NPC136810
Remote Similarity	0.6983	NPC261947
Remote Similarity	0.6972	NPC44830
Remote Similarity	0.6885	NPC142326
Remote Similarity	0.6885	NPC94751
Remote Similarity	0.6885	NPC244933
Remote Similarity	0.6885	NPC85560
Remote Similarity	0.6875	NPC322387
Remote Similarity	0.6852	NPC127343
Remote Similarity	0.6842	NPC86670
Remote Similarity	0.6842	NPC70940
Remote Similarity	0.6842	NPC274455
Remote Similarity	0.6818	NPC285773
Remote Similarity	0.6814	NPC329064
Remote Similarity	0.6807	NPC7435
Remote Similarity	0.678	NPC226041
Remote Similarity	0.6777	NPC329556
Remote Similarity	0.6777	NPC255676
Remote Similarity	0.6754	NPC9822
Remote Similarity	0.6748	NPC37914
Remote Similarity	0.6667	NPC95126
Remote Similarity	0.6667	NPC9274
Remote Similarity	0.6667	NPC475002
Remote Similarity	0.6667	NPC221825
Remote Similarity	0.6614	NPC66208
Remote Similarity	0.6585	NPC329282
Remote Similarity	0.6583	NPC271475
Remote Similarity	0.6583	NPC229242
Remote Similarity	0.6549	NPC95965
Remote Similarity	0.6532	NPC471186
Remote Similarity	0.6532	NPC105899
Remote Similarity	0.6518	NPC288903
Remote Similarity	0.6508	NPC318327
Remote Similarity	0.65	NPC477767
Remote Similarity	0.6496	NPC141607
Remote Similarity	0.6496	NPC187725
Remote Similarity	0.6475	NPC94487
Remote Similarity	0.6462	NPC221275
Remote Similarity	0.646	NPC267704
Remote Similarity	0.6434	NPC93287
Remote Similarity	0.6434	NPC206414
Remote Similarity	0.6434	NPC242957
Remote Similarity	0.6434	NPC306977
Remote Similarity	0.6434	NPC287055
Remote Similarity	0.6429	NPC249811
Remote Similarity	0.6423	NPC474820
Remote Similarity	0.6423	NPC475978
Remote Similarity	0.641	NPC84288
Remote Similarity	0.6404	NPC294134
Remote Similarity	0.64	NPC321670
Remote Similarity	0.6387	NPC34243
Remote Similarity	0.6385	NPC471721
Remote Similarity	0.6379	NPC477693
Remote Similarity	0.6379	NPC477704
Remote Similarity	0.6371	NPC247976
Remote Similarity	0.6364	NPC270654
Remote Similarity	0.6364	NPC212891
Remote Similarity	0.6364	NPC289201
Remote Similarity	0.6356	NPC317645
Remote Similarity	0.6349	NPC185763
Remote Similarity	0.6349	NPC83409
Remote Similarity	0.6336	NPC186933
Remote Similarity	0.6333	NPC206764
Remote Similarity	0.6325	NPC231591
Remote Similarity	0.632	NPC472222
Remote Similarity	0.632	NPC472221
Remote Similarity	0.6316	NPC45794
Remote Similarity	0.6299	NPC112903
Remote Similarity	0.6299	NPC156648
Remote Similarity	0.6299	NPC21929
Remote Similarity	0.629	NPC304873
Remote Similarity	0.629	NPC284477
Remote Similarity	0.6283	NPC323103
Remote Similarity	0.627	NPC134120
Remote Similarity	0.6261	NPC475710
Remote Similarity	0.626	NPC476042
Remote Similarity	0.626	NPC217621
Remote Similarity	0.626	NPC294458
Remote Similarity	0.625	NPC281604
Remote Similarity	0.6241	NPC471925
Remote Similarity	0.6241	NPC471928
Remote Similarity	0.6241	NPC471924
Remote Similarity	0.6231	NPC471189
Remote Similarity	0.6231	NPC471188
Remote Similarity	0.623	NPC253423
Remote Similarity	0.6228	NPC270507
Remote Similarity	0.6222	NPC79933
Remote Similarity	0.6222	NPC31296
Remote Similarity	0.6222	NPC42657
Remote Similarity	0.6222	NPC473974
Remote Similarity	0.6222	NPC258366
Remote Similarity	0.622	NPC100767
Remote Similarity	0.6218	NPC110704
Remote Similarity	0.6212	NPC476357
Remote Similarity	0.621	NPC469481
Remote Similarity	0.621	NPC282895
Remote Similarity	0.6194	NPC325295
Remote Similarity	0.6194	NPC471926
Remote Similarity	0.6194	NPC76308
Remote Similarity	0.619	NPC19136
Remote Similarity	0.6183	NPC477475
Remote Similarity	0.6183	NPC477476
Remote Similarity	0.6176	NPC183339
Remote Similarity	0.6176	NPC234337
Remote Similarity	0.6176	NPC133389
Remote Similarity	0.6176	NPC470585
Remote Similarity	0.6167	NPC323164
Remote Similarity	0.6161	NPC272260
Remote Similarity	0.616	NPC244427
Remote Similarity	0.616	NPC320891
Remote Similarity	0.616	NPC222390
Remote Similarity	0.616	NPC25458
Remote Similarity	0.6154	NPC265513
Remote Similarity	0.6154	NPC246913
Remote Similarity	0.6148	NPC328694
Remote Similarity	0.6142	NPC474307
Remote Similarity	0.614	NPC103387
Remote Similarity	0.6136	NPC153053
Remote Similarity	0.6134	NPC185501
Remote Similarity	0.6131	NPC241001
Remote Similarity	0.6126	NPC9796
Remote Similarity	0.6124	NPC475006
Remote Similarity	0.6124	NPC85493
Remote Similarity	0.6121	NPC123476
Remote Similarity	0.6119	NPC158157
Remote Similarity	0.6116	NPC261181
Remote Similarity	0.6115	NPC318067
Remote Similarity	0.6111	NPC155429
Remote Similarity	0.6111	NPC274443
Remote Similarity	0.6107	NPC186128
Remote Similarity	0.6107	NPC280789
Remote Similarity	0.6107	NPC321852
Remote Similarity	0.6107	NPC292834
Remote Similarity	0.6106	NPC121800
Remote Similarity	0.6103	NPC202015
Remote Similarity	0.6098	NPC103048
Remote Similarity	0.6098	NPC251579
Remote Similarity	0.6098	NPC324569
Remote Similarity	0.6098	NPC156021
Remote Similarity	0.6098	NPC133135
Remote Similarity	0.6094	NPC193640
Remote Similarity	0.6094	NPC25385
Remote Similarity	0.6094	NPC475905
Remote Similarity	0.6087	NPC369
Remote Similarity	0.6087	NPC269923
Remote Similarity	0.6087	NPC293831
Remote Similarity	0.6087	NPC167323
Remote Similarity	0.608	NPC158623
Remote Similarity	0.6063	NPC269644
Remote Similarity	0.6063	NPC8931
Remote Similarity	0.6063	NPC120693
Remote Similarity	0.6063	NPC261573
Remote Similarity	0.6061	NPC470253
Remote Similarity	0.6061	NPC143768
Remote Similarity	0.6058	NPC478121
Remote Similarity	0.6058	NPC190501
Remote Similarity	0.6058	NPC318552
Remote Similarity	0.6058	NPC243059
Remote Similarity	0.6058	NPC280827
Remote Similarity	0.605	NPC113307
Remote Similarity	0.6048	NPC160548
Remote Similarity	0.6048	NPC175852
Remote Similarity	0.6048	NPC329387
Remote Similarity	0.6048	NPC317280
Remote Similarity	0.6048	NPC145052
Remote Similarity	0.6048	NPC210529
Remote Similarity	0.6047	NPC211439
Remote Similarity	0.6043	NPC121168
Remote Similarity	0.6043	NPC244351
Remote Similarity	0.6043	NPC108286
Remote Similarity	0.6033	NPC314690
Remote Similarity	0.6032	NPC474112
Remote Similarity	0.6031	NPC133308
Remote Similarity	0.6031	NPC319579
Remote Similarity	0.6031	NPC260818
Remote Similarity	0.6031	NPC474057
Remote Similarity	0.6029	NPC472697
Remote Similarity	0.6029	NPC318173
Remote Similarity	0.6029	NPC472698
Remote Similarity	0.6028	NPC9180
Remote Similarity	0.6028	NPC100402
Remote Similarity	0.6018	NPC151405
Remote Similarity	0.6018	NPC139901
Remote Similarity	0.6018	NPC170484
Remote Similarity	0.6016	NPC61944
Remote Similarity	0.6016	NPC172483
Remote Similarity	0.6016	NPC209632
Remote Similarity	0.6016	NPC12695
Remote Similarity	0.6015	NPC307651

Drug Structure

NPD3797 OpenBabel08211704332D 26 28 0 0 0 0 0 0 0 0999 V2000 1.7024 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1543 -4.5862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8745 -1.1977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2272 -1.7330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1835 -2.1488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5362 -2.6840 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 2.5873 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8963 -0.9898 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 3.5144 -2.8920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4394 1.5134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.1085 2.2565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7484 0.5623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8015 -4.0509 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8234 -3.8430 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 -2.7265 0.3544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 25 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 25 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 26 1 0 0 0 0 24 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000569
DrugBank	DB00605
ChEMBL	CHEMBL15770
IUPHAR/BPS	5425
PharmaGKB	PA451565
KEGG Drug	D00120
PubChem CID	1548887
ChEBI	9352
CAS Number	38194-50-2

Drug Properties

Molecular Weight	356.09
ALogP	0.8466
MLogP	3.11
XLogP	4.258
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	73.58
RO5 Violation	0