NPASS drugs

Drug Information

Drug ID:	NPD3361
Drug Name:	Clemizole
Molecular Formula:	C19H20ClN3
Canonical SMILES:	Clc1ccc(cc1)Cn1c(CN2CCCC2)nc2c1cccc2
Standard InCHI:	InChI=1S/C19H20ClN3/c20-16-9-7-15(8-10-16)13-23-18-6-2-1-5-17(18)21-19(23)14-22-11-3-4-12-22/h1-2,5-10H,3-4,11-14H2
Standard InCHIKey:	CJXAEXPPLWQRFR-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3361

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	1080
0.1-0.2	11112
0.2-0.3	13031
0.3-0.4	2629
0.4-0.5	1806
0.5-0.6	1025
0.6-0.7	197
0.7-0.8	8
0.8-0.85	2
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	0.8092	NPC471609
Intermediate Similarity	0.8063	NPC114209
Intermediate Similarity	0.7543	NPC317054
Intermediate Similarity	0.7438	NPC216159
Intermediate Similarity	0.7267	NPC477591
Intermediate Similarity	0.7267	NPC300238
Intermediate Similarity	0.7193	NPC476219
Intermediate Similarity	0.7193	NPC476297
Intermediate Similarity	0.7091	NPC32002
Intermediate Similarity	0.7091	NPC315348
Remote Similarity	0.6935	NPC476341
Remote Similarity	0.6893	NPC470203
Remote Similarity	0.6864	NPC42483
Remote Similarity	0.6836	NPC470204
Remote Similarity	0.6811	NPC314919
Remote Similarity	0.6786	NPC469308
Remote Similarity	0.6784	NPC204141
Remote Similarity	0.6761	NPC476464
Remote Similarity	0.6722	NPC195507
Remote Similarity	0.6722	NPC2165
Remote Similarity	0.6719	NPC314058
Remote Similarity	0.6719	NPC316018
Remote Similarity	0.6686	NPC469975
Remote Similarity	0.6667	NPC20144
Remote Similarity	0.6645	NPC143156
Remote Similarity	0.6632	NPC316359
Remote Similarity	0.6632	NPC315617
Remote Similarity	0.6609	NPC470111
Remote Similarity	0.6588	NPC104483
Remote Similarity	0.6575	NPC317105
Remote Similarity	0.6571	NPC282531
Remote Similarity	0.6568	NPC150259
Remote Similarity	0.6568	NPC125746
Remote Similarity	0.6556	NPC122141
Remote Similarity	0.6554	NPC325903
Remote Similarity	0.6552	NPC63545
Remote Similarity	0.6552	NPC288838
Remote Similarity	0.655	NPC115611
Remote Similarity	0.6548	NPC198988
Remote Similarity	0.6543	NPC16659
Remote Similarity	0.6534	NPC53947
Remote Similarity	0.6534	NPC40070
Remote Similarity	0.6519	NPC225018
Remote Similarity	0.6514	NPC179787
Remote Similarity	0.6514	NPC469811
Remote Similarity	0.6514	NPC201380
Remote Similarity	0.6512	NPC476454
Remote Similarity	0.65	NPC475990
Remote Similarity	0.65	NPC474880
Remote Similarity	0.65	NPC221786
Remote Similarity	0.6491	NPC88097
Remote Similarity	0.649	NPC267811
Remote Similarity	0.6489	NPC265710
Remote Similarity	0.6484	NPC478182
Remote Similarity	0.6477	NPC321911
Remote Similarity	0.6474	NPC83381
Remote Similarity	0.6471	NPC314102
Remote Similarity	0.6471	NPC251722
Remote Similarity	0.6471	NPC280852
Remote Similarity	0.6464	NPC229173
Remote Similarity	0.6463	NPC75999
Remote Similarity	0.6453	NPC284635
Remote Similarity	0.6422	NPC116555
Remote Similarity	0.6421	NPC307191
Remote Similarity	0.6412	NPC325252
Remote Similarity	0.6412	NPC218268
Remote Similarity	0.6409	NPC293487
Remote Similarity	0.6377	NPC471603
Remote Similarity	0.6375	NPC162689
Remote Similarity	0.6375	NPC54102
Remote Similarity	0.6369	NPC475450
Remote Similarity	0.6364	NPC250361
Remote Similarity	0.6364	NPC143872
Remote Similarity	0.6364	NPC208060
Remote Similarity	0.6364	NPC478186
Remote Similarity	0.6358	NPC2949
Remote Similarity	0.6358	NPC59084
Remote Similarity	0.6354	NPC216643
Remote Similarity	0.6354	NPC108011
Remote Similarity	0.6352	NPC476566
Remote Similarity	0.6349	NPC473380
Remote Similarity	0.6349	NPC240088
Remote Similarity	0.6341	NPC71238
Remote Similarity	0.6335	NPC47596
Remote Similarity	0.6335	NPC477891
Remote Similarity	0.6333	NPC120070
Remote Similarity	0.6324	NPC478183
Remote Similarity	0.6322	NPC63157
Remote Similarity	0.6322	NPC473868
Remote Similarity	0.6319	NPC135141
Remote Similarity	0.6319	NPC92796
Remote Similarity	0.6312	NPC81561
Remote Similarity	0.631	NPC476686
Remote Similarity	0.631	NPC105758
Remote Similarity	0.631	NPC476688
Remote Similarity	0.631	NPC22079
Remote Similarity	0.6308	NPC472289
Remote Similarity	0.6304	NPC247987
Remote Similarity	0.6304	NPC478184
Remote Similarity	0.6301	NPC73767
Remote Similarity	0.629	NPC278874
Remote Similarity	0.6287	NPC473762
Remote Similarity	0.628	NPC46358
Remote Similarity	0.6264	NPC236711
Remote Similarity	0.6264	NPC469767
Remote Similarity	0.6264	NPC469761
Remote Similarity	0.6264	NPC469784
Remote Similarity	0.6264	NPC469768
Remote Similarity	0.6264	NPC469779
Remote Similarity	0.6264	NPC469780
Remote Similarity	0.6264	NPC469783
Remote Similarity	0.6257	NPC116961
Remote Similarity	0.6257	NPC474897
Remote Similarity	0.625	NPC473587
Remote Similarity	0.625	NPC148140
Remote Similarity	0.625	NPC54981
Remote Similarity	0.625	NPC478185
Remote Similarity	0.6242	NPC122718
Remote Similarity	0.6237	NPC49217
Remote Similarity	0.6237	NPC56233
Remote Similarity	0.6235	NPC473930
Remote Similarity	0.6229	NPC469766
Remote Similarity	0.6229	NPC88121
Remote Similarity	0.6222	NPC470233
Remote Similarity	0.6221	NPC187145
Remote Similarity	0.6221	NPC96102
Remote Similarity	0.622	NPC41174
Remote Similarity	0.6215	NPC470440
Remote Similarity	0.6213	NPC475428
Remote Similarity	0.6207	NPC110126
Remote Similarity	0.6196	NPC255229
Remote Similarity	0.6196	NPC81229
Remote Similarity	0.619	NPC282247
Remote Similarity	0.6185	NPC84911
Remote Similarity	0.6185	NPC105127
Remote Similarity	0.6176	NPC179365
Remote Similarity	0.6176	NPC82295
Remote Similarity	0.6172	NPC242923
Remote Similarity	0.6171	NPC238499
Remote Similarity	0.617	NPC91895
Remote Similarity	0.617	NPC164664
Remote Similarity	0.617	NPC32534
Remote Similarity	0.6167	NPC33421
Remote Similarity	0.6166	NPC144114
Remote Similarity	0.6162	NPC253687
Remote Similarity	0.6161	NPC471614
Remote Similarity	0.6159	NPC265605
Remote Similarity	0.6159	NPC48564
Remote Similarity	0.6159	NPC182570
Remote Similarity	0.6145	NPC21605
Remote Similarity	0.6145	NPC476322
Remote Similarity	0.6138	NPC82331
Remote Similarity	0.6127	NPC29886
Remote Similarity	0.6127	NPC261195
Remote Similarity	0.6125	NPC288232
Remote Similarity	0.612	NPC51054
Remote Similarity	0.6111	NPC240136
Remote Similarity	0.6111	NPC231536
Remote Similarity	0.6111	NPC288445
Remote Similarity	0.6111	NPC471402
Remote Similarity	0.6111	NPC297486
Remote Similarity	0.6109	NPC267078
Remote Similarity	0.6109	NPC935
Remote Similarity	0.6105	NPC314557
Remote Similarity	0.6103	NPC21429
Remote Similarity	0.6101	NPC296163
Remote Similarity	0.6099	NPC281094
Remote Similarity	0.6099	NPC200743
Remote Similarity	0.6099	NPC232798
Remote Similarity	0.6098	NPC215519
Remote Similarity	0.6096	NPC274229
Remote Similarity	0.6092	NPC471312
Remote Similarity	0.609	NPC164802
Remote Similarity	0.6085	NPC97343
Remote Similarity	0.6081	NPC474357
Remote Similarity	0.608	NPC279081
Remote Similarity	0.6075	NPC194881
Remote Similarity	0.6075	NPC224632
Remote Similarity	0.6073	NPC469938
Remote Similarity	0.6069	NPC325599
Remote Similarity	0.6063	NPC470323
Remote Similarity	0.6059	NPC476131
Remote Similarity	0.6057	NPC169433
Remote Similarity	0.6054	NPC318065
Remote Similarity	0.6054	NPC206819
Remote Similarity	0.6054	NPC56765
Remote Similarity	0.6054	NPC158055
Remote Similarity	0.6049	NPC192209
Remote Similarity	0.6047	NPC250178
Remote Similarity	0.6043	NPC162799
Remote Similarity	0.6042	NPC474958
Remote Similarity	0.6042	NPC315715
Remote Similarity	0.6041	NPC141612
Remote Similarity	0.6041	NPC17273
Remote Similarity	0.6041	NPC135601
Remote Similarity	0.6034	NPC469525
Remote Similarity	0.6034	NPC314372
Remote Similarity	0.6023	NPC312092
Remote Similarity	0.6023	NPC316811
Remote Similarity	0.6023	NPC69914

Drug Structure

NPD3361 OpenBabel08211703112D 23 26 0 0 0 0 0 0 0 0999 V2000 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0334 1.4706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0334 0.4706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 -0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 1.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 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 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5817 -0.0885 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 17 2 0 0 0 0 6 18 2 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 22 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 14 19 1 0 0 0 0 14 22 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001172
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2782
ChEBI
CAS Number

Drug Properties

Molecular Weight	325.13
ALogP	0.2411
MLogP	3.11
XLogP	4.771
HDA	3
HBD	0
Rotatable Bonds	5
TPSA	21.06
RO5 Violation	0