NPASS drugs

Drug Information

Drug ID:	NPD4853
Drug Name:	Clotrimazole
Molecular Formula:	C22H17ClN2
Canonical SMILES:	Clc1ccccc1C(n1cncc1)(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
Standard InCHIKey:	VNFPBHJOKIVQEB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4853

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	881
0.1-0.2	8657
0.2-0.3	13869
0.3-0.4	4587
0.4-0.5	2157
0.5-0.6	653
0.6-0.7	84
0.7-0.8	2
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	0.7126	NPC317054
Intermediate Similarity	0.7041	NPC477591
Remote Similarity	0.6946	NPC469975
Remote Similarity	0.6852	NPC315348
Remote Similarity	0.6852	NPC32002
Remote Similarity	0.6796	NPC471609
Remote Similarity	0.6667	NPC470203
Remote Similarity	0.6609	NPC470204
Remote Similarity	0.6568	NPC114209
Remote Similarity	0.6529	NPC282531
Remote Similarity	0.6512	NPC325903
Remote Similarity	0.6495	NPC469308
Remote Similarity	0.6474	NPC476219
Remote Similarity	0.6467	NPC476454
Remote Similarity	0.6457	NPC300238
Remote Similarity	0.6421	NPC316018
Remote Similarity	0.6421	NPC314058
Remote Similarity	0.642	NPC122141
Remote Similarity	0.6413	NPC314919
Remote Similarity	0.6395	NPC40070
Remote Similarity	0.6392	NPC52764
Remote Similarity	0.6384	NPC225018
Remote Similarity	0.6379	NPC476297
Remote Similarity	0.6374	NPC470111
Remote Similarity	0.6348	NPC478182
Remote Similarity	0.6343	NPC471614
Remote Similarity	0.6335	NPC316359
Remote Similarity	0.6335	NPC315617
Remote Similarity	0.6325	NPC314102
Remote Similarity	0.6325	NPC150259
Remote Similarity	0.6325	NPC251722
Remote Similarity	0.6316	NPC63545
Remote Similarity	0.6279	NPC469811
Remote Similarity	0.6279	NPC201380
Remote Similarity	0.6279	NPC179787
Remote Similarity	0.6271	NPC293487
Remote Similarity	0.6258	NPC471402
Remote Similarity	0.6258	NPC69914
Remote Similarity	0.6258	NPC240136
Remote Similarity	0.6258	NPC297486
Remote Similarity	0.6257	NPC317105
Remote Similarity	0.6243	NPC321911
Remote Similarity	0.622	NPC101165
Remote Similarity	0.6218	NPC91958
Remote Similarity	0.6203	NPC265605
Remote Similarity	0.6203	NPC307191
Remote Similarity	0.6203	NPC182570
Remote Similarity	0.6203	NPC48564
Remote Similarity	0.6196	NPC476131
Remote Similarity	0.6188	NPC478183
Remote Similarity	0.6188	NPC476322
Remote Similarity	0.6167	NPC478184
Remote Similarity	0.6162	NPC280852
Remote Similarity	0.6158	NPC476464
Remote Similarity	0.6138	NPC108011
Remote Similarity	0.6131	NPC471312
Remote Similarity	0.6127	NPC288838
Remote Similarity	0.6127	NPC242923
Remote Similarity	0.6127	NPC143872
Remote Similarity	0.6124	NPC216643
Remote Similarity	0.612	NPC116961
Remote Similarity	0.6114	NPC53947
Remote Similarity	0.6111	NPC478185
Remote Similarity	0.6099	NPC56233
Remote Similarity	0.6098	NPC471603
Remote Similarity	0.608	NPC470233
Remote Similarity	0.6064	NPC16659
Remote Similarity	0.6062	NPC329825
Remote Similarity	0.6059	NPC116555
Remote Similarity	0.6059	NPC73767
Remote Similarity	0.6049	NPC54981
Remote Similarity	0.6047	NPC20144
Remote Similarity	0.6044	NPC195507
Remote Similarity	0.6044	NPC2165
Remote Similarity	0.6034	NPC236711
Remote Similarity	0.6033	NPC91895
Remote Similarity	0.6033	NPC32534
Remote Similarity	0.6023	NPC469761
Remote Similarity	0.6023	NPC469780
Remote Similarity	0.6023	NPC469767
Remote Similarity	0.6023	NPC469779
Remote Similarity	0.6023	NPC469768
Remote Similarity	0.6023	NPC469784
Remote Similarity	0.6023	NPC469783
Remote Similarity	0.6013	NPC143603
Remote Similarity	0.6011	NPC265710
Remote Similarity	0.5988	NPC469766
Remote Similarity	0.5988	NPC27740
Remote Similarity	0.5981	NPC267811
Remote Similarity	0.5978	NPC51054
Remote Similarity	0.5977	NPC204141
Remote Similarity	0.5976	NPC96102
Remote Similarity	0.5965	NPC110126
Remote Similarity	0.5965	NPC316811
Remote Similarity	0.5941	NPC84911
Remote Similarity	0.5941	NPC105127
Remote Similarity	0.5936	NPC471579
Remote Similarity	0.5928	NPC472289
Remote Similarity	0.5928	NPC471322
Remote Similarity	0.5926	NPC290094
Remote Similarity	0.5924	NPC308906
Remote Similarity	0.5924	NPC49217
Remote Similarity	0.5916	NPC83381
Remote Similarity	0.5914	NPC82331
Remote Similarity	0.5912	NPC206819
Remote Similarity	0.5912	NPC92796
Remote Similarity	0.5912	NPC318065
Remote Similarity	0.5912	NPC135141
Remote Similarity	0.5912	NPC41257
Remote Similarity	0.5912	NPC56765
Remote Similarity	0.5906	NPC169433
Remote Similarity	0.5902	NPC71238
Remote Similarity	0.5889	NPC115049
Remote Similarity	0.5886	NPC86288
Remote Similarity	0.5882	NPC216159
Remote Similarity	0.5882	NPC29886
Remote Similarity	0.5882	NPC261195
Remote Similarity	0.5879	NPC44773
Remote Similarity	0.5879	NPC215584
Remote Similarity	0.5873	NPC473380
Remote Similarity	0.5873	NPC240088
Remote Similarity	0.587	NPC274229
Remote Similarity	0.5868	NPC282398
Remote Similarity	0.5856	NPC129721
Remote Similarity	0.5856	NPC286427
Remote Similarity	0.5855	NPC476341
Remote Similarity	0.5854	NPC245244
Remote Similarity	0.5854	NPC146373
Remote Similarity	0.5854	NPC166424
Remote Similarity	0.5851	NPC297034
Remote Similarity	0.5842	NPC54537
Remote Similarity	0.5842	NPC12649
Remote Similarity	0.5838	NPC279081
Remote Similarity	0.5828	NPC46358
Remote Similarity	0.582	NPC474958
Remote Similarity	0.5819	NPC477974
Remote Similarity	0.5818	NPC202957
Remote Similarity	0.5818	NPC169625
Remote Similarity	0.5816	NPC231536
Remote Similarity	0.5812	NPC24864
Remote Similarity	0.5795	NPC314372
Remote Similarity	0.5786	NPC476566
Remote Similarity	0.578	NPC88097
Remote Similarity	0.578	NPC104483
Remote Similarity	0.5775	NPC97343
Remote Similarity	0.5771	NPC190296
Remote Similarity	0.5771	NPC477977
Remote Similarity	0.5762	NPC282247
Remote Similarity	0.5754	NPC105818
Remote Similarity	0.5754	NPC24678
Remote Similarity	0.5749	NPC89490
Remote Similarity	0.5747	NPC115611
Remote Similarity	0.5747	NPC230002
Remote Similarity	0.5747	NPC284635
Remote Similarity	0.5746	NPC120070
Remote Similarity	0.574	NPC256893
Remote Similarity	0.574	NPC82295
Remote Similarity	0.5731	NPC198988
Remote Similarity	0.5722	NPC63751
Remote Similarity	0.5714	NPC475090
Remote Similarity	0.5714	NPC475105
Remote Similarity	0.5714	NPC329896
Remote Similarity	0.5714	NPC164802
Remote Similarity	0.5706	NPC285731
Remote Similarity	0.5706	NPC473930
Remote Similarity	0.5706	NPC159856
Remote Similarity	0.5705	NPC27802
Remote Similarity	0.5699	NPC280864
Remote Similarity	0.5699	NPC17751
Remote Similarity	0.5691	NPC25008
Remote Similarity	0.5691	NPC469786
Remote Similarity	0.5691	NPC469760
Remote Similarity	0.5691	NPC259644
Remote Similarity	0.5691	NPC200214
Remote Similarity	0.5691	NPC138842
Remote Similarity	0.5691	NPC73952
Remote Similarity	0.5691	NPC194411
Remote Similarity	0.5691	NPC469765
Remote Similarity	0.5691	NPC469763
Remote Similarity	0.5684	NPC469938
Remote Similarity	0.5674	NPC478186
Remote Similarity	0.5668	NPC475920
Remote Similarity	0.5665	NPC65408
Remote Similarity	0.5665	NPC125746
Remote Similarity	0.566	NPC288232
Remote Similarity	0.5659	NPC75540
Remote Similarity	0.5659	NPC211572
Remote Similarity	0.5659	NPC212376
Remote Similarity	0.5659	NPC80597
Remote Similarity	0.5659	NPC70922
Remote Similarity	0.5645	NPC90723
Remote Similarity	0.5642	NPC471957
Remote Similarity	0.5632	NPC476528
Remote Similarity	0.5632	NPC477611
Remote Similarity	0.5632	NPC476433
Remote Similarity	0.5631	NPC935
Remote Similarity	0.5631	NPC267078
Remote Similarity	0.5628	NPC469785
Remote Similarity	0.5625	NPC84268
Remote Similarity	0.5625	NPC59269

Drug Structure

NPD4853 OpenBabel08211706322D 25 28 0 0 0 0 0 0 0 0999 V2000 -5.0170 1.9310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9568 -2.0257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0170 0.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 2.4138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4395 -1.1896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9912 -2.0257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8362 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3446 1.9310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9568 -0.3534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5085 -1.1896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8362 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8362 -0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8648 2.3643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0655 1.4198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4184 2.2010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3446 0.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9912 -0.3534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8362 -0.4828 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 -2.5085 0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9655 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7009 2.8470 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0257 1.3189 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 14 21 2 0 0 0 0 15 16 2 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 24 2 0 0 0 0 17 25 1 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000138
DrugBank	DB00257
ChEMBL	CHEMBL104
IUPHAR/BPS	2330
PharmaGKB	PA449057
KEGG Drug	D00282
PubChem CID	2812
ChEBI	3764
CAS Number	23593-75-1

Drug Properties

Molecular Weight	344.11
ALogP	0.4726
MLogP	3.55
XLogP	8.559
HDA	2
HBD	0
Rotatable Bonds	5
TPSA	17.82
RO5 Violation	1