NPASS drugs

Drug Information

Drug ID:	NPD1914
Drug Name:	Tolrestat
Molecular Formula:	C16H14F3NO3S
Canonical SMILES:	COc1ccc2c(c1C(F)(F)F)cccc2C(=S)N(CC(=O)O)C
Standard InCHI:	InChI=1S/C16H14F3NO3S/c1-20(8-13(21)22)15(24)11-5-3-4-10-9(11)6-7-12(23-2)14(10)16(17,18)19/h3-7H,8H2,1-2H3,(H,21,22)
Standard InCHIKey:	LUBHDINQXIHVLS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1914

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	141
0.1-0.2	1131
0.2-0.3	3968
0.3-0.4	8881
0.4-0.5	3709
0.5-0.6	10648
0.6-0.7	2246
0.7-0.8	166
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	0.7548	NPC470925
Intermediate Similarity	0.7484	NPC476151
Intermediate Similarity	0.7407	NPC326316
Intermediate Similarity	0.7407	NPC81733
Intermediate Similarity	0.7391	NPC103379
Intermediate Similarity	0.7391	NPC477565
Intermediate Similarity	0.7379	NPC321133
Intermediate Similarity	0.7375	NPC144863
Intermediate Similarity	0.7375	NPC253883
Intermediate Similarity	0.7375	NPC95075
Intermediate Similarity	0.7375	NPC90844
Intermediate Similarity	0.7372	NPC314682
Intermediate Similarity	0.7362	NPC26601
Intermediate Similarity	0.7358	NPC185838
Intermediate Similarity	0.7349	NPC221864
Intermediate Similarity	0.7341	NPC241704
Intermediate Similarity	0.7333	NPC172403
Intermediate Similarity	0.7325	NPC188163
Intermediate Similarity	0.7325	NPC474915
Intermediate Similarity	0.7325	NPC213206
Intermediate Similarity	0.7325	NPC328750
Intermediate Similarity	0.7305	NPC166014
Intermediate Similarity	0.7305	NPC271388
Intermediate Similarity	0.7305	NPC230956
Intermediate Similarity	0.7305	NPC205255
Intermediate Similarity	0.7305	NPC119649
Intermediate Similarity	0.7305	NPC235143
Intermediate Similarity	0.7305	NPC27410
Intermediate Similarity	0.7297	NPC217277
Intermediate Similarity	0.7289	NPC79328
Intermediate Similarity	0.7284	NPC92541
Intermediate Similarity	0.7284	NPC219162
Intermediate Similarity	0.7273	NPC123323
Intermediate Similarity	0.7267	NPC210437
Intermediate Similarity	0.7267	NPC106295
Intermediate Similarity	0.7267	NPC321505
Intermediate Similarity	0.7267	NPC191376
Intermediate Similarity	0.7267	NPC51957
Intermediate Similarity	0.7267	NPC16107
Intermediate Similarity	0.7267	NPC179825
Intermediate Similarity	0.7267	NPC476144
Intermediate Similarity	0.7262	NPC80759
Intermediate Similarity	0.7262	NPC79402
Intermediate Similarity	0.7262	NPC60186
Intermediate Similarity	0.7257	NPC32154
Intermediate Similarity	0.7257	NPC220961
Intermediate Similarity	0.725	NPC145304
Intermediate Similarity	0.7237	NPC160193
Intermediate Similarity	0.723	NPC471314
Intermediate Similarity	0.723	NPC471315
Intermediate Similarity	0.7222	NPC147390
Intermediate Similarity	0.7222	NPC24233
Intermediate Similarity	0.7222	NPC7467
Intermediate Similarity	0.7222	NPC135538
Intermediate Similarity	0.7222	NPC428
Intermediate Similarity	0.7222	NPC476571
Intermediate Similarity	0.7222	NPC246587
Intermediate Similarity	0.7219	NPC1229
Intermediate Similarity	0.7219	NPC233650
Intermediate Similarity	0.7202	NPC477559
Intermediate Similarity	0.7202	NPC266753
Intermediate Similarity	0.7202	NPC232924
Intermediate Similarity	0.7202	NPC160298
Intermediate Similarity	0.7202	NPC306902
Intermediate Similarity	0.72	NPC477560
Intermediate Similarity	0.7193	NPC298979
Intermediate Similarity	0.7186	NPC476572
Intermediate Similarity	0.7179	NPC301050
Intermediate Similarity	0.7179	NPC131204
Intermediate Similarity	0.7176	NPC169743
Intermediate Similarity	0.7176	NPC134858
Intermediate Similarity	0.7169	NPC99659
Intermediate Similarity	0.7169	NPC244112
Intermediate Similarity	0.7169	NPC207757
Intermediate Similarity	0.7169	NPC127674
Intermediate Similarity	0.7169	NPC193949
Intermediate Similarity	0.7169	NPC204828
Intermediate Similarity	0.7169	NPC249797
Intermediate Similarity	0.7169	NPC325871
Intermediate Similarity	0.7169	NPC278799
Intermediate Similarity	0.7169	NPC276588
Intermediate Similarity	0.7169	NPC54379
Intermediate Similarity	0.7169	NPC172765
Intermediate Similarity	0.7169	NPC76079
Intermediate Similarity	0.7169	NPC295691
Intermediate Similarity	0.7169	NPC2413
Intermediate Similarity	0.7169	NPC469817
Intermediate Similarity	0.7169	NPC184026
Intermediate Similarity	0.7169	NPC39701
Intermediate Similarity	0.7169	NPC5238
Intermediate Similarity	0.7169	NPC189266
Intermediate Similarity	0.7169	NPC110416
Intermediate Similarity	0.7152	NPC218323
Intermediate Similarity	0.7151	NPC241055
Intermediate Similarity	0.7133	NPC111088
Intermediate Similarity	0.7126	NPC170503
Intermediate Similarity	0.7126	NPC203784
Intermediate Similarity	0.7126	NPC126519
Intermediate Similarity	0.7126	NPC29647
Intermediate Similarity	0.7125	NPC128019
Intermediate Similarity	0.7125	NPC136860
Intermediate Similarity	0.7125	NPC476567
Intermediate Similarity	0.7118	NPC324144
Intermediate Similarity	0.7117	NPC475959
Intermediate Similarity	0.7117	NPC130941
Intermediate Similarity	0.7108	NPC2295
Intermediate Similarity	0.7108	NPC477564
Intermediate Similarity	0.7097	NPC325568
Intermediate Similarity	0.7093	NPC12053
Intermediate Similarity	0.7093	NPC150879
Intermediate Similarity	0.7093	NPC145832
Intermediate Similarity	0.7093	NPC306555
Intermediate Similarity	0.7093	NPC474931
Intermediate Similarity	0.7093	NPC81218
Intermediate Similarity	0.7093	NPC158376
Intermediate Similarity	0.7093	NPC210140
Intermediate Similarity	0.7093	NPC117188
Intermediate Similarity	0.7093	NPC205421
Intermediate Similarity	0.7076	NPC225774
Intermediate Similarity	0.7076	NPC168409
Intermediate Similarity	0.7076	NPC212794
Intermediate Similarity	0.7076	NPC477563
Intermediate Similarity	0.7076	NPC78222
Intermediate Similarity	0.7076	NPC13504
Intermediate Similarity	0.7076	NPC196447
Intermediate Similarity	0.7076	NPC209377
Intermediate Similarity	0.7076	NPC253043
Intermediate Similarity	0.7076	NPC136508
Intermediate Similarity	0.7076	NPC96603
Intermediate Similarity	0.7076	NPC306843
Intermediate Similarity	0.7073	NPC211296
Intermediate Similarity	0.7073	NPC60538
Intermediate Similarity	0.7073	NPC207824
Intermediate Similarity	0.707	NPC7018
Intermediate Similarity	0.707	NPC416184
Intermediate Similarity	0.7066	NPC216459
Intermediate Similarity	0.7066	NPC41178
Intermediate Similarity	0.7066	NPC138487
Intermediate Similarity	0.7062	NPC126284
Intermediate Similarity	0.7059	NPC283079
Intermediate Similarity	0.7041	NPC118804
Intermediate Similarity	0.7041	NPC7393
Intermediate Similarity	0.7035	NPC193853
Intermediate Similarity	0.7035	NPC476432
Intermediate Similarity	0.7035	NPC219341
Intermediate Similarity	0.7035	NPC476573
Intermediate Similarity	0.7035	NPC56887
Intermediate Similarity	0.7035	NPC223077
Intermediate Similarity	0.7035	NPC24264
Intermediate Similarity	0.7035	NPC81247
Intermediate Similarity	0.7035	NPC195392
Intermediate Similarity	0.7035	NPC35627
Intermediate Similarity	0.7032	NPC118419
Intermediate Similarity	0.703	NPC88249
Intermediate Similarity	0.703	NPC151895
Intermediate Similarity	0.703	NPC97221
Intermediate Similarity	0.703	NPC220858
Intermediate Similarity	0.703	NPC192768
Intermediate Similarity	0.7025	NPC231163
Intermediate Similarity	0.7025	NPC193528
Intermediate Similarity	0.7025	NPC318591
Intermediate Similarity	0.7024	NPC146288
Intermediate Similarity	0.7024	NPC186063
Intermediate Similarity	0.7017	NPC237579
Intermediate Similarity	0.7014	NPC141003
Intermediate Similarity	0.7014	NPC35344
Remote Similarity	0.6994	NPC247389
Remote Similarity	0.6988	NPC277669
Remote Similarity	0.6988	NPC76213
Remote Similarity	0.6987	NPC160692
Remote Similarity	0.6987	NPC266425
Remote Similarity	0.6983	NPC248642
Remote Similarity	0.6982	NPC129603
Remote Similarity	0.6981	NPC210086
Remote Similarity	0.698	NPC129176
Remote Similarity	0.6977	NPC276944
Remote Similarity	0.6977	NPC232514
Remote Similarity	0.6977	NPC302527
Remote Similarity	0.6977	NPC167546
Remote Similarity	0.6977	NPC16805
Remote Similarity	0.6977	NPC238530
Remote Similarity	0.6974	NPC124776
Remote Similarity	0.6964	NPC93593
Remote Similarity	0.6959	NPC153631
Remote Similarity	0.6954	NPC470324
Remote Similarity	0.6946	NPC223124
Remote Similarity	0.6944	NPC156576
Remote Similarity	0.6939	NPC25648
Remote Similarity	0.6936	NPC304659
Remote Similarity	0.6936	NPC86144
Remote Similarity	0.6933	NPC130926
Remote Similarity	0.6932	NPC2314
Remote Similarity	0.6928	NPC274026
Remote Similarity	0.6923	NPC234392
Remote Similarity	0.6923	NPC31311
Remote Similarity	0.6919	NPC189470
Remote Similarity	0.6918	NPC283169
Remote Similarity	0.6914	NPC168753
Remote Similarity	0.6914	NPC118274
Remote Similarity	0.6914	NPC152212

Drug Structure

NPD1914 OpenBabel08211701392D 25 26 0 0 0 0 0 0 0 0999 V2000 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 -0.0000 2.0000 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 0.0000 3.0000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 -0.8660 3.5000 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 1.7321 3.0000 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 0.5000 -1.8660 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 -0.8660 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 23 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 20 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 23 1 0 0 0 0 13 21 2 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 15 20 1 0 0 0 0 15 24 2 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001455; DCL001000
DrugBank	DB02383
ChEMBL	CHEMBL436
IUPHAR/BPS	7404
PharmaGKB
KEGG Drug	D02323
PubChem CID	53359
ChEBI	48549
CAS Number	82964-04-3

Drug Properties

Molecular Weight	357.06
ALogP	0.9713
MLogP	2.34
XLogP	4.405
HDA	3
HBD	1
Rotatable Bonds	12
TPSA	81.86
RO5 Violation	0