NPASS drugs

Drug Information

Drug ID:	NPD1716
Drug Name:	Renzapride
Molecular Formula:	C15H20ClN3O2
Canonical SMILES:	COc1cc(N)c(cc1C(=NC1CCN2CC1CC2)O)Cl
Standard InCHI:	InChI=1S/C15H20ClN3O2/c1-21-14-7-12(17)11(16)6-10(14)15(20)18-13-3-5-19-4-2-9(13)8-19/h6-7,9,13H,2-5,8,17H2,1H3,(H,18,20)
Standard InCHIKey:	DTTGUKXBOVDIES-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1716

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	248
0.1-0.2	2388
0.2-0.3	10084
0.3-0.4	3553
0.4-0.5	11645
0.5-0.6	2762
0.6-0.7	210
0.7-0.8	0
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
Remote Similarity	0.6927	NPC232872
Remote Similarity	0.6907	NPC28510
Remote Similarity	0.6854	NPC219383
Remote Similarity	0.6732	NPC475910
Remote Similarity	0.672	NPC208280
Remote Similarity	0.6634	NPC329747
Remote Similarity	0.6615	NPC70092
Remote Similarity	0.6599	NPC174629
Remote Similarity	0.6578	NPC238430
Remote Similarity	0.6567	NPC243834
Remote Similarity	0.6567	NPC70956
Remote Similarity	0.6561	NPC310894
Remote Similarity	0.6533	NPC204970
Remote Similarity	0.6515	NPC474059
Remote Similarity	0.6493	NPC478074
Remote Similarity	0.648	NPC473007
Remote Similarity	0.6465	NPC217294
Remote Similarity	0.6459	NPC168250
Remote Similarity	0.6458	NPC168153
Remote Similarity	0.6443	NPC283999
Remote Similarity	0.6415	NPC471080
Remote Similarity	0.6415	NPC469592
Remote Similarity	0.6385	NPC189661
Remote Similarity	0.6382	NPC295287
Remote Similarity	0.6378	NPC98197
Remote Similarity	0.6373	NPC473432
Remote Similarity	0.6359	NPC232600
Remote Similarity	0.6355	NPC194967
Remote Similarity	0.6354	NPC225381
Remote Similarity	0.635	NPC473008
Remote Similarity	0.6345	NPC62069
Remote Similarity	0.6345	NPC84478
Remote Similarity	0.6344	NPC469428
Remote Similarity	0.634	NPC283152
Remote Similarity	0.634	NPC9475
Remote Similarity	0.633	NPC177404
Remote Similarity	0.633	NPC72291
Remote Similarity	0.6329	NPC475112
Remote Similarity	0.6329	NPC291535
Remote Similarity	0.6329	NPC475085
Remote Similarity	0.6316	NPC19555
Remote Similarity	0.6313	NPC274268
Remote Similarity	0.6313	NPC474498
Remote Similarity	0.6311	NPC329793
Remote Similarity	0.6307	NPC166667
Remote Similarity	0.6303	NPC469589
Remote Similarity	0.63	NPC477186
Remote Similarity	0.6296	NPC469594
Remote Similarity	0.6294	NPC272375
Remote Similarity	0.629	NPC315257
Remote Similarity	0.6286	NPC193777
Remote Similarity	0.6279	NPC148183
Remote Similarity	0.6279	NPC152768
Remote Similarity	0.6275	NPC303214
Remote Similarity	0.6273	NPC166655
Remote Similarity	0.6263	NPC70172
Remote Similarity	0.6256	NPC470931
Remote Similarity	0.6256	NPC203972
Remote Similarity	0.6244	NPC472191
Remote Similarity	0.6244	NPC272706
Remote Similarity	0.6238	NPC476106
Remote Similarity	0.6238	NPC472111
Remote Similarity	0.6238	NPC22476
Remote Similarity	0.6225	NPC131017
Remote Similarity	0.6223	NPC29647
Remote Similarity	0.6221	NPC473041
Remote Similarity	0.6214	NPC72211
Remote Similarity	0.6214	NPC100863
Remote Similarity	0.6211	NPC226914
Remote Similarity	0.621	NPC310118
Remote Similarity	0.6205	NPC288943
Remote Similarity	0.6197	NPC11464
Remote Similarity	0.6197	NPC269449
Remote Similarity	0.6195	NPC13880
Remote Similarity	0.6193	NPC108826
Remote Similarity	0.619	NPC79328
Remote Similarity	0.6183	NPC26872
Remote Similarity	0.6173	NPC127082
Remote Similarity	0.6172	NPC52801
Remote Similarity	0.6168	NPC43275
Remote Similarity	0.6165	NPC161804
Remote Similarity	0.6164	NPC128115
Remote Similarity	0.6158	NPC230942
Remote Similarity	0.6158	NPC315498
Remote Similarity	0.6158	NPC203628
Remote Similarity	0.6157	NPC49583
Remote Similarity	0.6154	NPC121772
Remote Similarity	0.6154	NPC127178
Remote Similarity	0.615	NPC42591
Remote Similarity	0.6146	NPC230313
Remote Similarity	0.6143	NPC473185
Remote Similarity	0.6138	NPC291359
Remote Similarity	0.6133	NPC300114
Remote Similarity	0.6129	NPC184161
Remote Similarity	0.6124	NPC232727
Remote Similarity	0.6121	NPC471304
Remote Similarity	0.6117	NPC10875
Remote Similarity	0.6117	NPC10730
Remote Similarity	0.6117	NPC70259
Remote Similarity	0.6114	NPC476685
Remote Similarity	0.6114	NPC285558
Remote Similarity	0.6114	NPC476689
Remote Similarity	0.6114	NPC87714
Remote Similarity	0.6114	NPC476687
Remote Similarity	0.6111	NPC212850
Remote Similarity	0.6111	NPC189724
Remote Similarity	0.6111	NPC83289
Remote Similarity	0.6105	NPC306366
Remote Similarity	0.6103	NPC329329
Remote Similarity	0.6103	NPC317709
Remote Similarity	0.6099	NPC472103
Remote Similarity	0.6094	NPC204179
Remote Similarity	0.6091	NPC228040
Remote Similarity	0.6089	NPC66083
Remote Similarity	0.6089	NPC469830
Remote Similarity	0.6087	NPC224928
Remote Similarity	0.6082	NPC269383
Remote Similarity	0.6082	NPC151030
Remote Similarity	0.6082	NPC477888
Remote Similarity	0.6079	NPC473105
Remote Similarity	0.6077	NPC315957
Remote Similarity	0.6073	NPC303658
Remote Similarity	0.6071	NPC110151
Remote Similarity	0.607	NPC94943
Remote Similarity	0.607	NPC177056
Remote Similarity	0.6068	NPC243626
Remote Similarity	0.6068	NPC205934
Remote Similarity	0.6068	NPC43787
Remote Similarity	0.6066	NPC162484
Remote Similarity	0.6066	NPC294249
Remote Similarity	0.6066	NPC473460
Remote Similarity	0.6065	NPC316981
Remote Similarity	0.6065	NPC48353
Remote Similarity	0.6061	NPC72980
Remote Similarity	0.6055	NPC330009
Remote Similarity	0.6054	NPC476151
Remote Similarity	0.605	NPC212535
Remote Similarity	0.605	NPC176127
Remote Similarity	0.6049	NPC114039
Remote Similarity	0.6049	NPC473004
Remote Similarity	0.6049	NPC206109
Remote Similarity	0.6049	NPC141915
Remote Similarity	0.6049	NPC114335
Remote Similarity	0.6049	NPC280964
Remote Similarity	0.6048	NPC476044
Remote Similarity	0.6048	NPC267423
Remote Similarity	0.6047	NPC476651
Remote Similarity	0.6047	NPC325013
Remote Similarity	0.6045	NPC213530
Remote Similarity	0.6045	NPC193267
Remote Similarity	0.6045	NPC473179
Remote Similarity	0.604	NPC276674
Remote Similarity	0.604	NPC61350
Remote Similarity	0.604	NPC33902
Remote Similarity	0.6039	NPC472193
Remote Similarity	0.6038	NPC14339
Remote Similarity	0.6038	NPC470484
Remote Similarity	0.6038	NPC473422
Remote Similarity	0.6036	NPC289330
Remote Similarity	0.6036	NPC471308
Remote Similarity	0.6036	NPC17388
Remote Similarity	0.6036	NPC160120
Remote Similarity	0.6036	NPC53596
Remote Similarity	0.6032	NPC2295
Remote Similarity	0.6032	NPC477564
Remote Similarity	0.6031	NPC209377
Remote Similarity	0.603	NPC39822
Remote Similarity	0.603	NPC265383
Remote Similarity	0.6029	NPC471593
Remote Similarity	0.6029	NPC473569
Remote Similarity	0.6027	NPC305984
Remote Similarity	0.6023	NPC471314
Remote Similarity	0.6023	NPC471315
Remote Similarity	0.6022	NPC477837
Remote Similarity	0.6022	NPC477838
Remote Similarity	0.6021	NPC235628
Remote Similarity	0.602	NPC474409
Remote Similarity	0.602	NPC190007
Remote Similarity	0.602	NPC471294
Remote Similarity	0.602	NPC66573
Remote Similarity	0.6019	NPC279401
Remote Similarity	0.6019	NPC135887
Remote Similarity	0.6019	NPC79293
Remote Similarity	0.6019	NPC307963
Remote Similarity	0.6019	NPC474077
Remote Similarity	0.6019	NPC289786
Remote Similarity	0.6019	NPC199277
Remote Similarity	0.6018	NPC174760
Remote Similarity	0.6012	NPC9336
Remote Similarity	0.601	NPC471178
Remote Similarity	0.601	NPC254700
Remote Similarity	0.6	NPC257354
Remote Similarity	0.6	NPC469390
Remote Similarity	0.6	NPC260118
Remote Similarity	0.6	NPC264782
Remote Similarity	0.6	NPC96321
Remote Similarity	0.6	NPC174672
Remote Similarity	0.6	NPC195392
Remote Similarity	0.6	NPC193853
Remote Similarity	0.6	NPC223077

Drug Structure

NPD1716 OpenBabel08211701082D 24 26 0 0 1 0 0 0 0 0999 V2000 -0.0000 -2.9536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0313 -1.7862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2812 0.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7813 -1.3532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2813 0.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7053 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2813 -1.3532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2813 -1.3532 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7053 -0.9845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8526 0.4923 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 -1.7813 -0.4871 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8526 -1.4768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5579 -1.4768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8526 1.4768 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8526 0.4923 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5579 -2.4614 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.7813 -0.4871 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.4106 -0.9845 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8526 -2.4614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8526 1.4768 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7053 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4106 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 1 0 0 0 0 2 9 1 0 0 0 0 3 5 1 0 0 0 0 3 13 1 0 0 0 0 4 19 1 0 0 0 0 5 19 1 0 0 0 0 6 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 19 1 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 3 0 0 0 15 20 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	309.12
ALogP	-1.1356
MLogP	2.45
XLogP	1.347
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	71.08
RO5 Violation	0