NPASS drugs

Drug Information

Drug ID:	NPD4594
Drug Name:	Clemastine
Molecular Formula:	C21H26ClNO
Canonical SMILES:	Clc1ccc(cc1)[C@@](c1ccccc1)(OCC[C@H]1CCCN1C)C
Standard InCHI:	InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1
Standard InCHIKey:	YNNUSGIPVFPVBX-NHCUHLMSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4594

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	128
0.1-0.2	936
0.2-0.3	3301
0.3-0.4	9552
0.4-0.5	12009
0.5-0.6	4737
0.6-0.7	218
0.7-0.8	9
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	0.7672	NPC316797
Intermediate Similarity	0.7459	NPC292758
Intermediate Similarity	0.7459	NPC65855
Intermediate Similarity	0.7442	NPC316896
Intermediate Similarity	0.72	NPC269340
Intermediate Similarity	0.7177	NPC24777
Intermediate Similarity	0.7143	NPC316906
Intermediate Similarity	0.7143	NPC255253
Intermediate Similarity	0.7121	NPC26285
Remote Similarity	0.697	NPC321133
Remote Similarity	0.6942	NPC228400
Remote Similarity	0.6942	NPC214200
Remote Similarity	0.6857	NPC118419
Remote Similarity	0.6788	NPC65310
Remote Similarity	0.6783	NPC281104
Remote Similarity	0.6741	NPC213126
Remote Similarity	0.6741	NPC84281
Remote Similarity	0.6741	NPC169485
Remote Similarity	0.6741	NPC291027
Remote Similarity	0.6741	NPC317474
Remote Similarity	0.6713	NPC11147
Remote Similarity	0.6696	NPC165212
Remote Similarity	0.6667	NPC95429
Remote Similarity	0.6643	NPC118099
Remote Similarity	0.6643	NPC475598
Remote Similarity	0.6643	NPC273907
Remote Similarity	0.6643	NPC293377
Remote Similarity	0.6643	NPC79465
Remote Similarity	0.6643	NPC260045
Remote Similarity	0.6643	NPC474787
Remote Similarity	0.6643	NPC90194
Remote Similarity	0.6643	NPC9687
Remote Similarity	0.6643	NPC76785
Remote Similarity	0.6643	NPC151706
Remote Similarity	0.6643	NPC474811
Remote Similarity	0.6643	NPC476102
Remote Similarity	0.6643	NPC474855
Remote Similarity	0.6643	NPC49577
Remote Similarity	0.6643	NPC475318
Remote Similarity	0.6642	NPC285394
Remote Similarity	0.6642	NPC328267
Remote Similarity	0.6621	NPC193528
Remote Similarity	0.6587	NPC211551
Remote Similarity	0.656	NPC471310
Remote Similarity	0.6557	NPC325499
Remote Similarity	0.6549	NPC231986
Remote Similarity	0.6522	NPC307020
Remote Similarity	0.6508	NPC147000
Remote Similarity	0.6508	NPC304761
Remote Similarity	0.6508	NPC226778
Remote Similarity	0.6508	NPC150254
Remote Similarity	0.648	NPC154905
Remote Similarity	0.648	NPC60373
Remote Similarity	0.6479	NPC473247
Remote Similarity	0.6458	NPC325568
Remote Similarity	0.6457	NPC474559
Remote Similarity	0.6439	NPC26524
Remote Similarity	0.6408	NPC69496
Remote Similarity	0.6385	NPC158854
Remote Similarity	0.6371	NPC164514
Remote Similarity	0.6371	NPC108606
Remote Similarity	0.6371	NPC303611
Remote Similarity	0.6371	NPC226096
Remote Similarity	0.6371	NPC290515
Remote Similarity	0.6358	NPC44649
Remote Similarity	0.6357	NPC474847
Remote Similarity	0.635	NPC263835
Remote Similarity	0.6349	NPC327226
Remote Similarity	0.634	NPC253883
Remote Similarity	0.634	NPC90844
Remote Similarity	0.634	NPC95075
Remote Similarity	0.6331	NPC474283
Remote Similarity	0.6316	NPC176730
Remote Similarity	0.6316	NPC123175
Remote Similarity	0.6309	NPC314682
Remote Similarity	0.6308	NPC97811
Remote Similarity	0.6303	NPC304760
Remote Similarity	0.6294	NPC283079
Remote Similarity	0.6284	NPC318591
Remote Similarity	0.6284	NPC231163
Remote Similarity	0.6281	NPC119631
Remote Similarity	0.6277	NPC43275
Remote Similarity	0.6276	NPC233910
Remote Similarity	0.6276	NPC245836
Remote Similarity	0.627	NPC245927
Remote Similarity	0.6268	NPC218323
Remote Similarity	0.6267	NPC188163
Remote Similarity	0.6267	NPC470925
Remote Similarity	0.6267	NPC328750
Remote Similarity	0.6267	NPC204546
Remote Similarity	0.6267	NPC213206
Remote Similarity	0.6267	NPC474915
Remote Similarity	0.6259	NPC109151
Remote Similarity	0.6259	NPC475828
Remote Similarity	0.6258	NPC219162
Remote Similarity	0.624	NPC475954
Remote Similarity	0.6233	NPC313352
Remote Similarity	0.6233	NPC273984
Remote Similarity	0.6225	NPC473922
Remote Similarity	0.6224	NPC17374
Remote Similarity	0.6224	NPC172403
Remote Similarity	0.6216	NPC42793
Remote Similarity	0.6216	NPC167944
Remote Similarity	0.6216	NPC231884
Remote Similarity	0.6214	NPC27198
Remote Similarity	0.6214	NPC471314
Remote Similarity	0.6214	NPC471315
Remote Similarity	0.6207	NPC106313
Remote Similarity	0.62	NPC83289
Remote Similarity	0.62	NPC212850
Remote Similarity	0.62	NPC189724
Remote Similarity	0.6198	NPC213156
Remote Similarity	0.6198	NPC240108
Remote Similarity	0.6197	NPC141739
Remote Similarity	0.6197	NPC320242
Remote Similarity	0.6197	NPC136112
Remote Similarity	0.6194	NPC475959
Remote Similarity	0.6186	NPC58616
Remote Similarity	0.6183	NPC77294
Remote Similarity	0.6174	NPC328178
Remote Similarity	0.6172	NPC234305
Remote Similarity	0.617	NPC211218
Remote Similarity	0.6165	NPC21890
Remote Similarity	0.6164	NPC313663
Remote Similarity	0.616	NPC33168
Remote Similarity	0.6154	NPC135464
Remote Similarity	0.6154	NPC326801
Remote Similarity	0.6154	NPC92623
Remote Similarity	0.6148	NPC471318
Remote Similarity	0.6148	NPC470926
Remote Similarity	0.6144	NPC475578
Remote Similarity	0.6142	NPC155847
Remote Similarity	0.6142	NPC289381
Remote Similarity	0.6139	NPC26601
Remote Similarity	0.6138	NPC89769
Remote Similarity	0.6138	NPC126859
Remote Similarity	0.6138	NPC259665
Remote Similarity	0.6136	NPC273837
Remote Similarity	0.6131	NPC476266
Remote Similarity	0.6129	NPC476151
Remote Similarity	0.6129	NPC51957
Remote Similarity	0.6129	NPC58674
Remote Similarity	0.6129	NPC210437
Remote Similarity	0.6129	NPC476144
Remote Similarity	0.6129	NPC106295
Remote Similarity	0.6129	NPC215351
Remote Similarity	0.6129	NPC20142
Remote Similarity	0.6129	NPC16107
Remote Similarity	0.6127	NPC62101
Remote Similarity	0.6127	NPC95733
Remote Similarity	0.6125	NPC133817
Remote Similarity	0.6125	NPC476443
Remote Similarity	0.6122	NPC132847
Remote Similarity	0.6121	NPC133050
Remote Similarity	0.6116	NPC1793
Remote Similarity	0.6116	NPC220893
Remote Similarity	0.6111	NPC66177
Remote Similarity	0.6111	NPC268763
Remote Similarity	0.6111	NPC8305
Remote Similarity	0.6107	NPC186469
Remote Similarity	0.6104	NPC130926
Remote Similarity	0.6104	NPC185838
Remote Similarity	0.6103	NPC101139
Remote Similarity	0.6102	NPC304538
Remote Similarity	0.6099	NPC475692
Remote Similarity	0.6094	NPC300166
Remote Similarity	0.609	NPC130941
Remote Similarity	0.609	NPC7467
Remote Similarity	0.6087	NPC320656
Remote Similarity	0.6084	NPC29477
Remote Similarity	0.6083	NPC89377
Remote Similarity	0.6078	NPC136860
Remote Similarity	0.6078	NPC128019
Remote Similarity	0.6078	NPC476567
Remote Similarity	0.6077	NPC154899
Remote Similarity	0.6077	NPC233396
Remote Similarity	0.6077	NPC42383
Remote Similarity	0.6074	NPC91452
Remote Similarity	0.6071	NPC476281
Remote Similarity	0.6071	NPC476184
Remote Similarity	0.6066	NPC172128
Remote Similarity	0.6065	NPC476757
Remote Similarity	0.6062	NPC76079
Remote Similarity	0.6062	NPC138487
Remote Similarity	0.6062	NPC41178
Remote Similarity	0.6062	NPC78733
Remote Similarity	0.6062	NPC216459
Remote Similarity	0.6061	NPC269383
Remote Similarity	0.6061	NPC151030
Remote Similarity	0.6056	NPC475691
Remote Similarity	0.6054	NPC3202
Remote Similarity	0.6051	NPC103379
Remote Similarity	0.6051	NPC477565
Remote Similarity	0.605	NPC474354
Remote Similarity	0.605	NPC475710
Remote Similarity	0.6048	NPC474974
Remote Similarity	0.6048	NPC227778
Remote Similarity	0.6043	NPC256369
Remote Similarity	0.6039	NPC328824
Remote Similarity	0.6039	NPC247298

Drug Structure

NPD4594 OpenBabel08211705262D 24 26 0 0 1 0 0 0 0 0999 V2000 4.0686 -1.8605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -0.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 1.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0686 -0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.7375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5686 0.7375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0686 1.6036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -0.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0686 -0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0686 1.6036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5686 2.4696 0.0000 Cl 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 2.7026 -1.4945 0.0000 O 0 0 0 0 0 0 0 0 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 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 18 2 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 14 1 1 0 0 0 20 23 1 0 0 0 0 21 1 1 6 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000322
DrugBank	DB00283
ChEMBL	CHEMBL1626
IUPHAR/BPS	6063
PharmaGKB	PA164776997
KEGG Drug	D03535
PubChem CID	26987
ChEBI	3738
CAS Number	15686-51-8

Drug Properties

Molecular Weight	343.17
ALogP	-0.0309
MLogP	3.44
XLogP	6.507
HDA	2
HBD	0
Rotatable Bonds	9
TPSA	12.47
RO5 Violation	1