NPASS drugs

Drug Information

Drug ID:	NPD7034
Drug Name:	tolafentrine
Molecular Formula:	C28H31N3O4S
Canonical SMILES:	COc1cc2[C@H]3CN(C)CC[C@H]3N=C(c2cc1OC)c1ccc(cc1)NS(=O)(=O)c1ccc(cc1)C
Standard InCHI:	InChI=1S/C28H31N3O4S/c1-18-5-11-21(12-6-18)36(32,33)30-20-9-7-19(8-10-20)28-23-16-27(35-4)26(34-3)15-22(23)24-17-31(2)14-13-25(24)29-28/h5-12,15-16,24-25,30H,13-14,17H2,1-4H3/t24-,25-/m1/s1
Standard InCHIKey:	FVZJIAUYFDQQKJ-JWQCQUIFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7034

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	358
0.1-0.2	1825
0.2-0.3	9651
0.3-0.4	3337
0.4-0.5	10574
0.5-0.6	4179
0.6-0.7	861
0.7-0.8	105
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	0.7889	NPC216816
Intermediate Similarity	0.7753	NPC476568
Intermediate Similarity	0.7594	NPC66573
Intermediate Similarity	0.7474	NPC285941
Intermediate Similarity	0.7432	NPC80129
Intermediate Similarity	0.7432	NPC187022
Intermediate Similarity	0.7423	NPC476202
Intermediate Similarity	0.7386	NPC474915
Intermediate Similarity	0.7386	NPC213206
Intermediate Similarity	0.7386	NPC328750
Intermediate Similarity	0.7386	NPC188163
Intermediate Similarity	0.738	NPC475393
Intermediate Similarity	0.7371	NPC195538
Intermediate Similarity	0.7358	NPC190461
Intermediate Similarity	0.7347	NPC249996
Intermediate Similarity	0.733	NPC314682
Intermediate Similarity	0.7303	NPC136860
Intermediate Similarity	0.7303	NPC476567
Intermediate Similarity	0.7303	NPC128019
Intermediate Similarity	0.7297	NPC25084
Intermediate Similarity	0.7297	NPC247639
Intermediate Similarity	0.7293	NPC7467
Intermediate Similarity	0.7253	NPC92541
Intermediate Similarity	0.7238	NPC51957
Intermediate Similarity	0.7238	NPC210437
Intermediate Similarity	0.7238	NPC16107
Intermediate Similarity	0.7238	NPC106295
Intermediate Similarity	0.7238	NPC476144
Intermediate Similarity	0.7208	NPC276674
Intermediate Similarity	0.7208	NPC33902
Intermediate Similarity	0.7204	NPC203784
Intermediate Similarity	0.7204	NPC170503
Intermediate Similarity	0.7204	NPC126519
Intermediate Similarity	0.72	NPC133140
Intermediate Similarity	0.72	NPC195268
Intermediate Similarity	0.7174	NPC81733
Intermediate Similarity	0.7174	NPC326316
Intermediate Similarity	0.7158	NPC284183
Intermediate Similarity	0.7158	NPC4138
Intermediate Similarity	0.7158	NPC60538
Intermediate Similarity	0.7158	NPC121275
Intermediate Similarity	0.7158	NPC219162
Intermediate Similarity	0.7158	NPC207824
Intermediate Similarity	0.7157	NPC476578
Intermediate Similarity	0.7157	NPC4071
Intermediate Similarity	0.7157	NPC476582
Intermediate Similarity	0.7157	NPC249405
Intermediate Similarity	0.7151	NPC93593
Intermediate Similarity	0.7143	NPC24954
Intermediate Similarity	0.7143	NPC144863
Intermediate Similarity	0.7136	NPC320088
Intermediate Similarity	0.7136	NPC477186
Intermediate Similarity	0.7129	NPC85381
Intermediate Similarity	0.7128	NPC287588
Intermediate Similarity	0.7127	NPC185838
Intermediate Similarity	0.7114	NPC318805
Intermediate Similarity	0.7114	NPC41122
Intermediate Similarity	0.7104	NPC475959
Intermediate Similarity	0.7104	NPC428
Intermediate Similarity	0.7104	NPC147390
Intermediate Similarity	0.7104	NPC130941
Intermediate Similarity	0.7104	NPC24233
Intermediate Similarity	0.7104	NPC135538
Intermediate Similarity	0.7104	NPC246587
Intermediate Similarity	0.7104	NPC476571
Intermediate Similarity	0.71	NPC312531
Intermediate Similarity	0.7081	NPC76213
Intermediate Similarity	0.7081	NPC277669
Intermediate Similarity	0.7074	NPC476572
Intermediate Similarity	0.7073	NPC212163
Intermediate Similarity	0.7067	NPC36229
Intermediate Similarity	0.7067	NPC16452
Intermediate Similarity	0.7067	NPC476581
Intermediate Similarity	0.7062	NPC290689
Intermediate Similarity	0.7062	NPC108434
Intermediate Similarity	0.7062	NPC475215
Intermediate Similarity	0.7062	NPC473432
Intermediate Similarity	0.7059	NPC325871
Intermediate Similarity	0.7059	NPC99659
Intermediate Similarity	0.7049	NPC95075
Intermediate Similarity	0.7049	NPC179825
Intermediate Similarity	0.7049	NPC191376
Intermediate Similarity	0.7049	NPC90844
Intermediate Similarity	0.7049	NPC253883
Intermediate Similarity	0.7049	NPC321505
Intermediate Similarity	0.7031	NPC268503
Intermediate Similarity	0.7031	NPC42549
Intermediate Similarity	0.7031	NPC256012
Intermediate Similarity	0.7031	NPC317272
Intermediate Similarity	0.7031	NPC250846
Intermediate Similarity	0.7031	NPC240841
Intermediate Similarity	0.7027	NPC97221
Intermediate Similarity	0.7027	NPC151895
Intermediate Similarity	0.7027	NPC220858
Intermediate Similarity	0.7027	NPC88249
Intermediate Similarity	0.7027	NPC192768
Intermediate Similarity	0.7022	NPC253429
Intermediate Similarity	0.7021	NPC146288
Intermediate Similarity	0.702	NPC179704
Intermediate Similarity	0.7018	NPC280272
Intermediate Similarity	0.701	NPC109925
Intermediate Similarity	0.7006	NPC11147
Intermediate Similarity	0.7005	NPC31930
Intermediate Similarity	0.7005	NPC295676
Intermediate Similarity	0.7005	NPC260118
Remote Similarity	0.6976	NPC234318
Remote Similarity	0.697	NPC192939
Remote Similarity	0.697	NPC243454
Remote Similarity	0.697	NPC215747
Remote Similarity	0.697	NPC475479
Remote Similarity	0.6968	NPC184026
Remote Similarity	0.6968	NPC469817
Remote Similarity	0.6968	NPC127674
Remote Similarity	0.6968	NPC5238
Remote Similarity	0.6968	NPC295691
Remote Similarity	0.6968	NPC172765
Remote Similarity	0.6968	NPC278799
Remote Similarity	0.6968	NPC276588
Remote Similarity	0.6968	NPC54379
Remote Similarity	0.6968	NPC138487
Remote Similarity	0.6968	NPC193949
Remote Similarity	0.6968	NPC216459
Remote Similarity	0.6968	NPC204828
Remote Similarity	0.6968	NPC41178
Remote Similarity	0.6968	NPC207757
Remote Similarity	0.6968	NPC244112
Remote Similarity	0.6968	NPC39701
Remote Similarity	0.6968	NPC110416
Remote Similarity	0.6968	NPC189266
Remote Similarity	0.6968	NPC249797
Remote Similarity	0.6968	NPC2413
Remote Similarity	0.6957	NPC476151
Remote Similarity	0.6954	NPC265383
Remote Similarity	0.6952	NPC476580
Remote Similarity	0.6952	NPC210148
Remote Similarity	0.6952	NPC233029
Remote Similarity	0.6946	NPC79213
Remote Similarity	0.6943	NPC304659
Remote Similarity	0.6943	NPC476573
Remote Similarity	0.6943	NPC86144
Remote Similarity	0.6943	NPC35627
Remote Similarity	0.6943	NPC81247
Remote Similarity	0.6935	NPC239584
Remote Similarity	0.6931	NPC474904
Remote Similarity	0.6923	NPC312872
Remote Similarity	0.6919	NPC313189
Remote Similarity	0.6915	NPC477564
Remote Similarity	0.6915	NPC2295
Remote Similarity	0.6911	NPC27410
Remote Similarity	0.6911	NPC232924
Remote Similarity	0.6911	NPC477559
Remote Similarity	0.6911	NPC160298
Remote Similarity	0.6911	NPC166014
Remote Similarity	0.6911	NPC266753
Remote Similarity	0.6911	NPC306902
Remote Similarity	0.6907	NPC204947
Remote Similarity	0.6907	NPC471604
Remote Similarity	0.6906	NPC470925
Remote Similarity	0.6905	NPC156728
Remote Similarity	0.6905	NPC244606
Remote Similarity	0.69	NPC28425
Remote Similarity	0.6888	NPC76682
Remote Similarity	0.6888	NPC317145
Remote Similarity	0.6888	NPC198498
Remote Similarity	0.6888	NPC227060
Remote Similarity	0.6888	NPC317439
Remote Similarity	0.6888	NPC276890
Remote Similarity	0.6888	NPC10908
Remote Similarity	0.6888	NPC63646
Remote Similarity	0.6888	NPC115284
Remote Similarity	0.6884	NPC311936
Remote Similarity	0.6882	NPC477565
Remote Similarity	0.6882	NPC103379
Remote Similarity	0.6875	NPC477019
Remote Similarity	0.6875	NPC476570
Remote Similarity	0.6862	NPC203424
Remote Similarity	0.6862	NPC26601
Remote Similarity	0.6862	NPC206372
Remote Similarity	0.6856	NPC24264
Remote Similarity	0.6856	NPC476432
Remote Similarity	0.6853	NPC477020
Remote Similarity	0.6853	NPC192135
Remote Similarity	0.6853	NPC41376
Remote Similarity	0.6853	NPC66341
Remote Similarity	0.6853	NPC129518
Remote Similarity	0.6853	NPC251580
Remote Similarity	0.6853	NPC12424
Remote Similarity	0.685	NPC119579
Remote Similarity	0.6848	NPC130926
Remote Similarity	0.6842	NPC186063
Remote Similarity	0.6842	NPC57512
Remote Similarity	0.6842	NPC234392
Remote Similarity	0.6842	NPC31311
Remote Similarity	0.6839	NPC233650
Remote Similarity	0.6839	NPC189470
Remote Similarity	0.6839	NPC324144
Remote Similarity	0.6837	NPC26240
Remote Similarity	0.6837	NPC69712
Remote Similarity	0.6837	NPC53069
Remote Similarity	0.6837	NPC202605

Drug Structure

NPD7034 OpenBabel08211711352D 37 41 0 0 1 0 0 0 0 0999 V2000 -4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 2.5981 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 1.7321 1.0000 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 -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 4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 2.5981 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 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 N 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 6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 31 1 0 0 0 0 3 34 1 0 0 0 0 4 35 1 0 0 0 0 5 11 1 0 0 0 0 5 18 2 0 0 0 0 6 12 2 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 19 2 0 0 0 0 8 10 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 14 31 1 0 0 0 0 15 22 2 0 0 0 0 15 26 1 0 0 0 0 16 23 2 0 0 0 0 16 27 1 0 0 0 0 17 31 1 0 0 0 0 19 28 1 0 0 0 0 20 30 1 0 0 0 0 21 36 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 23 28 1 0 0 0 0 24 17 1 6 0 0 0 24 25 1 0 0 0 0 25 13 1 6 0 0 0 25 29 1 0 0 0 0 26 27 2 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 28 29 2 0 0 0 0 30 36 1 0 0 0 0 30 37 1 0 0 0 0 32 36 2 0 0 0 0 33 36 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008696
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	505.20
ALogP	-1.1216
MLogP	3.66
XLogP	4.886
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	88.61
RO5 Violation	0