NPASS drugs

Drug Information

Drug ID:	NPD3301
Drug Name:	Tolnaftate
Molecular Formula:	C19H17NOS
Canonical SMILES:	Cc1cccc(c1)N(C(=S)Oc1ccc2c(c1)cccc2)C
Standard InCHI:	InChI=1S/C19H17NOS/c1-14-6-5-9-17(12-14)20(2)19(22)21-18-11-10-15-7-3-4-8-16(15)13-18/h3-13H,1-2H3
Standard InCHIKey:	FUSNMLFNXJSCDI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3301

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	329
0.1-0.2	1668
0.2-0.3	8601
0.3-0.4	3585
0.4-0.5	8082
0.5-0.6	7470
0.6-0.7	1085
0.7-0.8	70
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	0.7975	NPC285941
Intermediate Similarity	0.7725	NPC190461
Intermediate Similarity	0.7702	NPC24954
Intermediate Similarity	0.7682	NPC470925
Intermediate Similarity	0.7665	NPC287588
Intermediate Similarity	0.7647	NPC276674
Intermediate Similarity	0.7647	NPC33902
Intermediate Similarity	0.7588	NPC249405
Intermediate Similarity	0.7529	NPC179704
Intermediate Similarity	0.7457	NPC320088
Intermediate Similarity	0.7429	NPC79213
Intermediate Similarity	0.7414	NPC312531
Intermediate Similarity	0.7389	NPC144863
Intermediate Similarity	0.7389	NPC253883
Intermediate Similarity	0.7389	NPC90844
Intermediate Similarity	0.7389	NPC95075
Intermediate Similarity	0.7386	NPC314682
Intermediate Similarity	0.7338	NPC188163
Intermediate Similarity	0.7338	NPC328750
Intermediate Similarity	0.7338	NPC213206
Intermediate Similarity	0.7338	NPC474915
Intermediate Similarity	0.7333	NPC325568
Intermediate Similarity	0.7314	NPC474904
Intermediate Similarity	0.7305	NPC471604
Intermediate Similarity	0.7301	NPC93653
Intermediate Similarity	0.7296	NPC219162
Intermediate Similarity	0.7296	NPC92541
Intermediate Similarity	0.7288	NPC302001
Intermediate Similarity	0.723	NPC172403
Intermediate Similarity	0.7205	NPC81733
Intermediate Similarity	0.7205	NPC326316
Intermediate Similarity	0.7192	NPC217277
Intermediate Similarity	0.716	NPC26601
Intermediate Similarity	0.7159	NPC477186
Intermediate Similarity	0.7152	NPC185838
Intermediate Similarity	0.7143	NPC25897
Intermediate Similarity	0.7134	NPC136860
Intermediate Similarity	0.7134	NPC128019
Intermediate Similarity	0.7134	NPC476567
Intermediate Similarity	0.7133	NPC160193
Intermediate Similarity	0.7125	NPC130941
Intermediate Similarity	0.7118	NPC312872
Intermediate Similarity	0.7095	NPC78284
Intermediate Similarity	0.7073	NPC76079
Intermediate Similarity	0.7073	NPC123323
Intermediate Similarity	0.7073	NPC93593
Intermediate Similarity	0.7063	NPC51957
Intermediate Similarity	0.7063	NPC476151
Intermediate Similarity	0.7063	NPC179825
Intermediate Similarity	0.7063	NPC210437
Intermediate Similarity	0.7063	NPC321505
Intermediate Similarity	0.7063	NPC476144
Intermediate Similarity	0.7063	NPC16107
Intermediate Similarity	0.7063	NPC191376
Intermediate Similarity	0.7063	NPC106295
Intermediate Similarity	0.7052	NPC85613
Intermediate Similarity	0.7039	NPC118419
Intermediate Similarity	0.7034	NPC321133
Intermediate Similarity	0.7033	NPC23080
Intermediate Similarity	0.7033	NPC17677
Intermediate Similarity	0.7033	NPC193906
Intermediate Similarity	0.7019	NPC246587
Intermediate Similarity	0.7019	NPC24233
Intermediate Similarity	0.7019	NPC476571
Intermediate Similarity	0.7019	NPC428
Intermediate Similarity	0.7019	NPC7467
Intermediate Similarity	0.7019	NPC135538
Intermediate Similarity	0.7019	NPC147390
Intermediate Similarity	0.7019	NPC475959
Intermediate Similarity	0.7017	NPC162653
Remote Similarity	0.6988	NPC476572
Remote Similarity	0.6985	NPC241224
Remote Similarity	0.6975	NPC103379
Remote Similarity	0.6975	NPC477565
Remote Similarity	0.697	NPC244112
Remote Similarity	0.697	NPC26850
Remote Similarity	0.697	NPC99659
Remote Similarity	0.697	NPC325871
Remote Similarity	0.6964	NPC299582
Remote Similarity	0.6964	NPC70172
Remote Similarity	0.6954	NPC265383
Remote Similarity	0.6952	NPC261388
Remote Similarity	0.6946	NPC315498
Remote Similarity	0.6946	NPC221864
Remote Similarity	0.6946	NPC230942
Remote Similarity	0.6944	NPC195268
Remote Similarity	0.6944	NPC25648
Remote Similarity	0.6944	NPC133140
Remote Similarity	0.6937	NPC130926
Remote Similarity	0.6937	NPC145304
Remote Similarity	0.6928	NPC126519
Remote Similarity	0.6928	NPC25084
Remote Similarity	0.6928	NPC170503
Remote Similarity	0.6928	NPC203784
Remote Similarity	0.6928	NPC247639
Remote Similarity	0.6914	NPC260118
Remote Similarity	0.6905	NPC27410
Remote Similarity	0.6905	NPC119649
Remote Similarity	0.6905	NPC271388
Remote Similarity	0.6905	NPC477559
Remote Similarity	0.6905	NPC166014
Remote Similarity	0.6905	NPC232924
Remote Similarity	0.6905	NPC205255
Remote Similarity	0.6905	NPC160298
Remote Similarity	0.6905	NPC230956
Remote Similarity	0.6905	NPC266753
Remote Similarity	0.6905	NPC306902
Remote Similarity	0.6905	NPC235143
Remote Similarity	0.6903	NPC11147
Remote Similarity	0.6902	NPC212163
Remote Similarity	0.6902	NPC5374
Remote Similarity	0.6892	NPC471314
Remote Similarity	0.6892	NPC471315
Remote Similarity	0.6886	NPC79328
Remote Similarity	0.6875	NPC311936
Remote Similarity	0.6875	NPC192939
Remote Similarity	0.6875	NPC215747
Remote Similarity	0.6871	NPC207824
Remote Similarity	0.6871	NPC60538
Remote Similarity	0.6864	NPC80759
Remote Similarity	0.6864	NPC79402
Remote Similarity	0.6857	NPC5167
Remote Similarity	0.6851	NPC114335
Remote Similarity	0.6851	NPC141915
Remote Similarity	0.6851	NPC280964
Remote Similarity	0.6848	NPC476580
Remote Similarity	0.6848	NPC71124
Remote Similarity	0.6845	NPC7393
Remote Similarity	0.6836	NPC119579
Remote Similarity	0.6829	NPC220858
Remote Similarity	0.6829	NPC13397
Remote Similarity	0.6829	NPC97221
Remote Similarity	0.6829	NPC192768
Remote Similarity	0.6829	NPC88249
Remote Similarity	0.6829	NPC151895
Remote Similarity	0.6828	NPC295676
Remote Similarity	0.6828	NPC471489
Remote Similarity	0.6826	NPC301163
Remote Similarity	0.6826	NPC186063
Remote Similarity	0.6825	NPC308943
Remote Similarity	0.6824	NPC233650
Remote Similarity	0.6824	NPC1229
Remote Similarity	0.6818	NPC474200
Remote Similarity	0.6816	NPC21425
Remote Similarity	0.6815	NPC193528
Remote Similarity	0.6815	NPC253429
Remote Similarity	0.6813	NPC254957
Remote Similarity	0.6811	NPC476582
Remote Similarity	0.6811	NPC4071
Remote Similarity	0.6811	NPC476578
Remote Similarity	0.6803	NPC103916
Remote Similarity	0.6802	NPC85482
Remote Similarity	0.6798	NPC28425
Remote Similarity	0.6789	NPC207873
Remote Similarity	0.6789	NPC100573
Remote Similarity	0.6788	NPC76213
Remote Similarity	0.6788	NPC26872
Remote Similarity	0.6788	NPC277669
Remote Similarity	0.6788	NPC476568
Remote Similarity	0.6784	NPC134858
Remote Similarity	0.6784	NPC225774
Remote Similarity	0.6784	NPC169743
Remote Similarity	0.6774	NPC160692
Remote Similarity	0.6768	NPC211296
Remote Similarity	0.6766	NPC172765
Remote Similarity	0.6766	NPC127674
Remote Similarity	0.6766	NPC184026
Remote Similarity	0.6766	NPC5238
Remote Similarity	0.6766	NPC469817
Remote Similarity	0.6766	NPC295691
Remote Similarity	0.6766	NPC138487
Remote Similarity	0.6766	NPC216459
Remote Similarity	0.6766	NPC193949
Remote Similarity	0.6766	NPC278799
Remote Similarity	0.6766	NPC276588
Remote Similarity	0.6766	NPC207757
Remote Similarity	0.6766	NPC54379
Remote Similarity	0.6766	NPC204828
Remote Similarity	0.6766	NPC39701
Remote Similarity	0.6766	NPC41178
Remote Similarity	0.6766	NPC110416
Remote Similarity	0.6766	NPC249797
Remote Similarity	0.6766	NPC2413
Remote Similarity	0.6766	NPC189266
Remote Similarity	0.6765	NPC60186
Remote Similarity	0.6763	NPC477185
Remote Similarity	0.676	NPC204385
Remote Similarity	0.6755	NPC250476
Remote Similarity	0.6752	NPC7018
Remote Similarity	0.6752	NPC131204
Remote Similarity	0.6752	NPC301050
Remote Similarity	0.6747	NPC233029
Remote Similarity	0.6747	NPC210148
Remote Similarity	0.6744	NPC476432
Remote Similarity	0.6744	NPC24264
Remote Similarity	0.6744	NPC219341
Remote Similarity	0.6743	NPC477187
Remote Similarity	0.673	NPC314113
Remote Similarity	0.6727	NPC274026
Remote Similarity	0.6726	NPC29647

Drug Structure

NPD3301 OpenBabel08211703112D 22 24 0 0 0 0 0 0 0 0999 V2000 -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 1.7321 1.0000 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -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 -2.0000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 0.0000 -0.0000 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 -0.8660 -1.5000 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 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 18 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 16 1 0 0 0 0 13 18 2 0 0 0 0 15 16 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001237
DrugBank	DB00525
ChEMBL	CHEMBL83668
IUPHAR/BPS
PharmaGKB	PA164752438
KEGG Drug	D00381
PubChem CID	5510
ChEBI	9620
CAS Number	2398-96-1

Drug Properties

Molecular Weight	307.10
ALogP	1.5594
MLogP	3.22
XLogP	8.242
HDA	1
HBD	0
Rotatable Bonds	6
TPSA	44.56
RO5 Violation	1