NPASS drugs

Drug Information

Drug ID:	NPD4523
Drug Name:	Mosapride
Molecular Formula:	C21H25ClFN3O3
Canonical SMILES:	CCOc1cc(N)c(cc1C(=NCC1OCCN(C1)Cc1ccc(cc1)F)O)Cl
Standard InCHI:	InChI=1S/C21H25ClFN3O3/c1-2-28-20-10-19(24)18(22)9-17(20)21(27)25-11-16-13-26(7-8-29-16)12-14-3-5-15(23)6-4-14/h3-6,9-10,16H,2,7-8,11-13,24H2,1H3,(H,25,27)
Standard InCHIKey:	YPELFRMCRYSPKZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4523

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	272
0.1-0.2	2208
0.2-0.3	10136
0.3-0.4	2963
0.4-0.5	11587
0.5-0.6	3431
0.6-0.7	291
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	0.7513	NPC232872
Intermediate Similarity	0.7174	NPC315257
Remote Similarity	0.6701	NPC168153
Remote Similarity	0.6701	NPC473432
Remote Similarity	0.6701	NPC208280
Remote Similarity	0.6667	NPC283152
Remote Similarity	0.6648	NPC83289
Remote Similarity	0.6648	NPC212850
Remote Similarity	0.6648	NPC189724
Remote Similarity	0.6634	NPC28510
Remote Similarity	0.6613	NPC245974
Remote Similarity	0.6595	NPC247298
Remote Similarity	0.6569	NPC469830
Remote Similarity	0.6542	NPC476106
Remote Similarity	0.6495	NPC473422
Remote Similarity	0.6484	NPC469592
Remote Similarity	0.6484	NPC471080
Remote Similarity	0.6481	NPC475910
Remote Similarity	0.648	NPC19555
Remote Similarity	0.6479	NPC475112
Remote Similarity	0.6479	NPC291535
Remote Similarity	0.6479	NPC475085
Remote Similarity	0.6476	NPC314948
Remote Similarity	0.6474	NPC219383
Remote Similarity	0.6471	NPC56271
Remote Similarity	0.6457	NPC274268
Remote Similarity	0.6456	NPC110741
Remote Similarity	0.645	NPC288943
Remote Similarity	0.6449	NPC473460
Remote Similarity	0.6444	NPC471953
Remote Similarity	0.6443	NPC306366
Remote Similarity	0.6429	NPC204179
Remote Similarity	0.6402	NPC311357
Remote Similarity	0.6398	NPC70956
Remote Similarity	0.6398	NPC478049
Remote Similarity	0.6398	NPC243834
Remote Similarity	0.6396	NPC238430
Remote Similarity	0.6392	NPC291359
Remote Similarity	0.6387	NPC184161
Remote Similarity	0.6385	NPC329747
Remote Similarity	0.6382	NPC310894
Remote Similarity	0.6377	NPC295287
Remote Similarity	0.6376	NPC469589
Remote Similarity	0.6373	NPC10730
Remote Similarity	0.6373	NPC10875
Remote Similarity	0.6368	NPC469594
Remote Similarity	0.6368	NPC72211
Remote Similarity	0.6355	NPC472329
Remote Similarity	0.6355	NPC472330
Remote Similarity	0.6355	NPC70092
Remote Similarity	0.6354	NPC274732
Remote Similarity	0.635	NPC225381
Remote Similarity	0.6341	NPC62069
Remote Similarity	0.6337	NPC127082
Remote Similarity	0.6337	NPC9475
Remote Similarity	0.633	NPC470931
Remote Similarity	0.6329	NPC66083
Remote Similarity	0.6324	NPC118776
Remote Similarity	0.6316	NPC469390
Remote Similarity	0.6316	NPC475411
Remote Similarity	0.6311	NPC42591
Remote Similarity	0.6308	NPC29647
Remote Similarity	0.6288	NPC473185
Remote Similarity	0.6284	NPC198160
Remote Similarity	0.6283	NPC329830
Remote Similarity	0.6276	NPC79328
Remote Similarity	0.6275	NPC283999
Remote Similarity	0.6274	NPC70259
Remote Similarity	0.6268	NPC474059
Remote Similarity	0.6263	NPC254700
Remote Similarity	0.6262	NPC320394
Remote Similarity	0.6256	NPC289786
Remote Similarity	0.625	NPC151030
Remote Similarity	0.625	NPC477888
Remote Similarity	0.625	NPC269383
Remote Similarity	0.6244	NPC472191
Remote Similarity	0.6244	NPC177404
Remote Similarity	0.6233	NPC189661
Remote Similarity	0.6232	NPC473007
Remote Similarity	0.6229	NPC49583
Remote Similarity	0.6227	NPC209769
Remote Similarity	0.6226	NPC43787
Remote Similarity	0.6226	NPC205934
Remote Similarity	0.6221	NPC162484
Remote Similarity	0.622	NPC217294
Remote Similarity	0.6216	NPC48353
Remote Similarity	0.6214	NPC469831
Remote Similarity	0.6209	NPC114335
Remote Similarity	0.6209	NPC141915
Remote Similarity	0.6209	NPC280964
Remote Similarity	0.6204	NPC214368
Remote Similarity	0.6203	NPC314113
Remote Similarity	0.6202	NPC33902
Remote Similarity	0.6202	NPC276674
Remote Similarity	0.6202	NPC61350
Remote Similarity	0.6201	NPC166655
Remote Similarity	0.6201	NPC29477
Remote Similarity	0.6197	NPC473053
Remote Similarity	0.6195	NPC473179
Remote Similarity	0.6193	NPC313112
Remote Similarity	0.6193	NPC301292
Remote Similarity	0.6193	NPC470930
Remote Similarity	0.6188	NPC478074
Remote Similarity	0.6184	NPC469829
Remote Similarity	0.618	NPC255253
Remote Similarity	0.6179	NPC79293
Remote Similarity	0.6179	NPC279401
Remote Similarity	0.6175	NPC247018
Remote Similarity	0.6175	NPC52801
Remote Similarity	0.6175	NPC15987
Remote Similarity	0.6175	NPC307123
Remote Similarity	0.6175	NPC97870
Remote Similarity	0.6173	NPC26850
Remote Similarity	0.6171	NPC43275
Remote Similarity	0.6169	NPC195392
Remote Similarity	0.6169	NPC257354
Remote Similarity	0.6167	NPC128115
Remote Similarity	0.6164	NPC472111
Remote Similarity	0.6162	NPC72291
Remote Similarity	0.6158	NPC473874
Remote Similarity	0.615	NPC85381
Remote Similarity	0.6146	NPC476151
Remote Similarity	0.6143	NPC116178
Remote Similarity	0.614	NPC477532
Remote Similarity	0.6137	NPC475253
Remote Similarity	0.6136	NPC193777
Remote Similarity	0.6136	NPC263835
Remote Similarity	0.6135	NPC98197
Remote Similarity	0.6134	NPC47672
Remote Similarity	0.6132	NPC206109
Remote Similarity	0.6132	NPC114039
Remote Similarity	0.6129	NPC476044
Remote Similarity	0.6129	NPC232600
Remote Similarity	0.6129	NPC267423
Remote Similarity	0.6122	NPC2295
Remote Similarity	0.6122	NPC477564
Remote Similarity	0.6122	NPC233926
Remote Similarity	0.6119	NPC209377
Remote Similarity	0.6119	NPC164374
Remote Similarity	0.6119	NPC137929
Remote Similarity	0.6117	NPC271958
Remote Similarity	0.6117	NPC263507
Remote Similarity	0.6117	NPC134413
Remote Similarity	0.6117	NPC45112
Remote Similarity	0.6117	NPC477837
Remote Similarity	0.6117	NPC477838
Remote Similarity	0.6116	NPC321166
Remote Similarity	0.6116	NPC217903
Remote Similarity	0.6114	NPC473008
Remote Similarity	0.6114	NPC174629
Remote Similarity	0.6114	NPC283207
Remote Similarity	0.6111	NPC141739
Remote Similarity	0.6111	NPC231862
Remote Similarity	0.6111	NPC136112
Remote Similarity	0.6108	NPC204908
Remote Similarity	0.6108	NPC83198
Remote Similarity	0.6108	NPC49315
Remote Similarity	0.6103	NPC26872
Remote Similarity	0.6101	NPC288759
Remote Similarity	0.61	NPC471178
Remote Similarity	0.6099	NPC471532
Remote Similarity	0.6098	NPC285941
Remote Similarity	0.6096	NPC318591
Remote Similarity	0.6096	NPC231163
Remote Similarity	0.6096	NPC132642
Remote Similarity	0.6093	NPC234318
Remote Similarity	0.6089	NPC193853
Remote Similarity	0.6089	NPC56887
Remote Similarity	0.6089	NPC328267
Remote Similarity	0.6089	NPC223077
Remote Similarity	0.6089	NPC211218
Remote Similarity	0.6083	NPC11017
Remote Similarity	0.6082	NPC60538
Remote Similarity	0.6082	NPC477565
Remote Similarity	0.6082	NPC103379
Remote Similarity	0.6082	NPC207824
Remote Similarity	0.6081	NPC168250
Remote Similarity	0.6081	NPC471561
Remote Similarity	0.608	NPC133470
Remote Similarity	0.608	NPC221864
Remote Similarity	0.608	NPC289776
Remote Similarity	0.608	NPC191863
Remote Similarity	0.608	NPC256369
Remote Similarity	0.6077	NPC313886
Remote Similarity	0.6077	NPC315542
Remote Similarity	0.6077	NPC474498
Remote Similarity	0.6076	NPC473183
Remote Similarity	0.6073	NPC469440
Remote Similarity	0.6071	NPC203168
Remote Similarity	0.607	NPC127362
Remote Similarity	0.6068	NPC300114
Remote Similarity	0.6066	NPC320088
Remote Similarity	0.6066	NPC477186
Remote Similarity	0.6065	NPC234933
Remote Similarity	0.6062	NPC148183
Remote Similarity	0.6062	NPC152768
Remote Similarity	0.6059	NPC473184
Remote Similarity	0.6058	NPC272375
Remote Similarity	0.6056	NPC62101
Remote Similarity	0.6056	NPC41122

Drug Structure

NPD4523 OpenBabel08211705262D 32 34 0 0 1 0 0 0 0 0999 V2000 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 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 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 6.0622 -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 -0.0000 -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 5.1962 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 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 3 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 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 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 0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 28 1 0 0 0 0 3 5 1 0 0 0 0 3 14 2 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 26 1 0 0 0 0 8 29 1 0 0 0 0 9 17 1 0 0 0 0 9 18 2 0 0 0 0 10 19 2 0 0 0 0 10 20 1 0 0 0 0 11 16 1 0 0 0 0 11 25 1 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 16 1 0 0 0 0 13 26 1 0 0 0 0 15 23 1 0 0 0 0 16 29 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 21 25 2 3 0 0 0 21 27 1 0 0 0 0 24 30 1 0 0 0 0 24 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000959
DrugBank
ChEMBL
IUPHAR/BPS	242
PharmaGKB
KEGG Drug
PubChem CID	119584
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.16
ALogP	0.2336
MLogP	2.89
XLogP	3.01
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	80.31
RO5 Violation	0