NPASS drugs

Drug Information

Drug ID:	NPD4016
Drug Name:	Cloperastine
Molecular Formula:	C20H24ClNO
Canonical SMILES:	Clc1ccc(cc1)C(c1ccccc1)OCCN1CCCCC1
Standard InCHI:	InChI=1S/C20H24ClNO/c21-19-11-9-18(10-12-19)20(17-7-3-1-4-8-17)23-16-15-22-13-5-2-6-14-22/h1,3-4,7-12,20H,2,5-6,13-16H2
Standard InCHIKey:	FLNXBVJLPJNOSI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD4016

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	142
0.1-0.2	994
0.2-0.3	3772
0.3-0.4	9658
0.4-0.5	11621
0.5-0.6	4446
0.6-0.7	248
0.7-0.8	8
0.8-0.85	1
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	0.8288	NPC316797
Intermediate Similarity	0.7731	NPC24777
Intermediate Similarity	0.7656	NPC255253
Intermediate Similarity	0.7583	NPC65855
Intermediate Similarity	0.7583	NPC292758
Intermediate Similarity	0.7122	NPC316906
Intermediate Similarity	0.7059	NPC228400
Intermediate Similarity	0.7059	NPC214200
Intermediate Similarity	0.704	NPC269340
Remote Similarity	0.6992	NPC307020
Remote Similarity	0.6894	NPC316896
Remote Similarity	0.6818	NPC165212
Remote Similarity	0.6741	NPC285394
Remote Similarity	0.6721	NPC327226
Remote Similarity	0.6716	NPC26285
Remote Similarity	0.6667	NPC325499
Remote Similarity	0.6618	NPC328267
Remote Similarity	0.6613	NPC147000
Remote Similarity	0.6613	NPC304761
Remote Similarity	0.6613	NPC226778
Remote Similarity	0.6613	NPC150254
Remote Similarity	0.6567	NPC321133
Remote Similarity	0.656	NPC211551
Remote Similarity	0.6532	NPC471310
Remote Similarity	0.6508	NPC326801
Remote Similarity	0.65	NPC215351
Remote Similarity	0.65	NPC20142
Remote Similarity	0.6496	NPC211218
Remote Similarity	0.6484	NPC158854
Remote Similarity	0.6454	NPC473247
Remote Similarity	0.6444	NPC326232
Remote Similarity	0.6434	NPC325568
Remote Similarity	0.6434	NPC95977
Remote Similarity	0.6423	NPC27198
Remote Similarity	0.6414	NPC281104
Remote Similarity	0.641	NPC304760
Remote Similarity	0.6403	NPC65310
Remote Similarity	0.6395	NPC212850
Remote Similarity	0.6395	NPC189724
Remote Similarity	0.6395	NPC83289
Remote Similarity	0.6387	NPC119631
Remote Similarity	0.6364	NPC313663
Remote Similarity	0.6364	NPC118419
Remote Similarity	0.6357	NPC306045
Remote Similarity	0.6357	NPC265211
Remote Similarity	0.6348	NPC95429
Remote Similarity	0.6341	NPC108606
Remote Similarity	0.6341	NPC226096
Remote Similarity	0.6341	NPC303611
Remote Similarity	0.6341	NPC475954
Remote Similarity	0.6341	NPC164514
Remote Similarity	0.6341	NPC290515
Remote Similarity	0.6336	NPC153795
Remote Similarity	0.6336	NPC290353
Remote Similarity	0.6336	NPC42911
Remote Similarity	0.6333	NPC247298
Remote Similarity	0.6331	NPC62101
Remote Similarity	0.6331	NPC95733
Remote Similarity	0.6324	NPC263835
Remote Similarity	0.6319	NPC313352
Remote Similarity	0.6319	NPC273984
Remote Similarity	0.6312	NPC17374
Remote Similarity	0.6303	NPC240108
Remote Similarity	0.6303	NPC213156
Remote Similarity	0.6299	NPC474559
Remote Similarity	0.6286	NPC29477
Remote Similarity	0.6284	NPC314682
Remote Similarity	0.6277	NPC314192
Remote Similarity	0.626	NPC33168
Remote Similarity	0.625	NPC43275
Remote Similarity	0.625	NPC245974
Remote Similarity	0.625	NPC92623
Remote Similarity	0.625	NPC14950
Remote Similarity	0.625	NPC135464
Remote Similarity	0.6242	NPC213206
Remote Similarity	0.6242	NPC188163
Remote Similarity	0.6242	NPC474915
Remote Similarity	0.6242	NPC470925
Remote Similarity	0.6242	NPC328750
Remote Similarity	0.6241	NPC218323
Remote Similarity	0.6233	NPC11147
Remote Similarity	0.6232	NPC84281
Remote Similarity	0.6232	NPC291027
Remote Similarity	0.6232	NPC169485
Remote Similarity	0.6232	NPC213126
Remote Similarity	0.6232	NPC317474
Remote Similarity	0.623	NPC58674
Remote Similarity	0.6214	NPC474847
Remote Similarity	0.6212	NPC265002
Remote Similarity	0.621	NPC313918
Remote Similarity	0.6207	NPC304538
Remote Similarity	0.62	NPC473922
Remote Similarity	0.6197	NPC172403
Remote Similarity	0.6197	NPC469666
Remote Similarity	0.6197	NPC81092
Remote Similarity	0.6197	NPC103605
Remote Similarity	0.6187	NPC151237
Remote Similarity	0.6187	NPC471315
Remote Similarity	0.6187	NPC474283
Remote Similarity	0.6187	NPC471314
Remote Similarity	0.6174	NPC475199
Remote Similarity	0.6174	NPC283012
Remote Similarity	0.6174	NPC106313
Remote Similarity	0.6172	NPC154899
Remote Similarity	0.6172	NPC233396
Remote Similarity	0.617	NPC136112
Remote Similarity	0.617	NPC136453
Remote Similarity	0.617	NPC141739
Remote Similarity	0.617	NPC320242
Remote Similarity	0.6167	NPC172128
Remote Similarity	0.6165	NPC474544
Remote Similarity	0.6165	NPC1986
Remote Similarity	0.6165	NPC91452
Remote Similarity	0.6165	NPC26524
Remote Similarity	0.6164	NPC49577
Remote Similarity	0.6164	NPC293377
Remote Similarity	0.6164	NPC475598
Remote Similarity	0.6164	NPC273907
Remote Similarity	0.6164	NPC260045
Remote Similarity	0.6164	NPC475318
Remote Similarity	0.6164	NPC474811
Remote Similarity	0.6164	NPC79465
Remote Similarity	0.6164	NPC151706
Remote Similarity	0.6164	NPC474787
Remote Similarity	0.6164	NPC90194
Remote Similarity	0.6164	NPC118099
Remote Similarity	0.6164	NPC76785
Remote Similarity	0.6164	NPC9687
Remote Similarity	0.6164	NPC474855
Remote Similarity	0.6164	NPC476102
Remote Similarity	0.616	NPC98911
Remote Similarity	0.616	NPC472318
Remote Similarity	0.6154	NPC58616
Remote Similarity	0.6154	NPC99482
Remote Similarity	0.6154	NPC475710
Remote Similarity	0.6154	NPC283079
Remote Similarity	0.6154	NPC69496
Remote Similarity	0.6149	NPC318591
Remote Similarity	0.6149	NPC193528
Remote Similarity	0.6149	NPC231163
Remote Similarity	0.6148	NPC301651
Remote Similarity	0.6148	NPC473556
Remote Similarity	0.614	NPC164449
Remote Similarity	0.614	NPC184030
Remote Similarity	0.6138	NPC245836
Remote Similarity	0.6138	NPC233910
Remote Similarity	0.6136	NPC234376
Remote Similarity	0.6127	NPC239990
Remote Similarity	0.6127	NPC152850
Remote Similarity	0.6127	NPC89923
Remote Similarity	0.6127	NPC71933
Remote Similarity	0.6127	NPC105114
Remote Similarity	0.6119	NPC471318
Remote Similarity	0.6116	NPC470926
Remote Similarity	0.6114	NPC264938
Remote Similarity	0.6111	NPC89769
Remote Similarity	0.6111	NPC289381
Remote Similarity	0.6111	NPC126859
Remote Similarity	0.6111	NPC259665
Remote Similarity	0.6111	NPC155847
Remote Similarity	0.6111	NPC245927
Remote Similarity	0.6107	NPC474272
Remote Similarity	0.6107	NPC273837
Remote Similarity	0.6103	NPC216605
Remote Similarity	0.6103	NPC122245
Remote Similarity	0.6103	NPC266389
Remote Similarity	0.6099	NPC4974
Remote Similarity	0.6099	NPC472165
Remote Similarity	0.6098	NPC5472
Remote Similarity	0.6096	NPC66643
Remote Similarity	0.6087	NPC117180
Remote Similarity	0.6087	NPC476183
Remote Similarity	0.6084	NPC8305
Remote Similarity	0.6084	NPC268763
Remote Similarity	0.6084	NPC66177
Remote Similarity	0.6083	NPC220893
Remote Similarity	0.6081	NPC42793
Remote Similarity	0.6081	NPC77992
Remote Similarity	0.6081	NPC231884
Remote Similarity	0.6081	NPC167944
Remote Similarity	0.6078	NPC130926
Remote Similarity	0.6078	NPC185838
Remote Similarity	0.6077	NPC475465
Remote Similarity	0.6077	NPC472314
Remote Similarity	0.6077	NPC186469
Remote Similarity	0.6074	NPC244403
Remote Similarity	0.6074	NPC213
Remote Similarity	0.6074	NPC10286
Remote Similarity	0.6074	NPC473507
Remote Similarity	0.6069	NPC246079
Remote Similarity	0.6066	NPC265521
Remote Similarity	0.6063	NPC154905
Remote Similarity	0.6063	NPC60373
Remote Similarity	0.6053	NPC476567
Remote Similarity	0.6053	NPC178466
Remote Similarity	0.6053	NPC128019
Remote Similarity	0.6053	NPC63628
Remote Similarity	0.6053	NPC136860
Remote Similarity	0.605	NPC89377
Remote Similarity	0.605	NPC211237

Drug Structure

NPD4016 OpenBabel08211704332D 23 25 0 0 1 0 0 0 0 0999 V2000 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 2.5981 -2.5000 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 -1.7321 0.0000 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 2.5981 -1.5000 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 4.3301 1.5000 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 5.1962 2.0000 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 -0.8660 0.5000 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 0.8660 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 3.4641 -1.0000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.9282 2.0000 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 2.5981 0.5000 0.0000 O 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 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 18 2 0 0 0 0 10 12 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 22 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004748
DrugBank	DB09002
ChEMBL	CHEMBL415087
IUPHAR/BPS
PharmaGKB
KEGG Drug	D03557
PubChem CID
ChEBI	94448
CAS Number	3703-76-2

Drug Properties

Molecular Weight	329.15
ALogP	-0.2646
MLogP	3.33
XLogP	6.053
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	12.47
RO5 Violation	1