NPASS drugs

Drug Information

Drug ID:	NPD4012
Drug Name:	Clebopride
Molecular Formula:	C20H24ClN3O2
Canonical SMILES:	COc1cc(N)c(cc1C(=NC1CCN(CC1)Cc1ccccc1)O)Cl
Standard InCHI:	InChI=1S/C20H24ClN3O2/c1-26-19-12-18(22)17(21)11-16(19)20(25)23-15-7-9-24(10-8-15)13-14-5-3-2-4-6-14/h2-6,11-12,15H,7-10,13,22H2,1H3,(H,23,25)
Standard InCHIKey:	BVPWJMCABCPUQY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4012

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	271
0.1-0.2	2344
0.2-0.3	10002
0.3-0.4	2853
0.4-0.5	11433
0.5-0.6	3409
0.6-0.7	576
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	0.7354	NPC232872
Intermediate Similarity	0.7158	NPC208280
Remote Similarity	0.6974	NPC28510
Remote Similarity	0.6878	NPC473432
Remote Similarity	0.6878	NPC168153
Remote Similarity	0.6833	NPC219383
Remote Similarity	0.6796	NPC475910
Remote Similarity	0.6782	NPC329747
Remote Similarity	0.6739	NPC29647
Remote Similarity	0.6721	NPC315257
Remote Similarity	0.6716	NPC70956
Remote Similarity	0.6716	NPC243834
Remote Similarity	0.6703	NPC79328
Remote Similarity	0.6684	NPC70092
Remote Similarity	0.6667	NPC9475
Remote Similarity	0.6667	NPC283152
Remote Similarity	0.6583	NPC474059
Remote Similarity	0.6582	NPC62069
Remote Similarity	0.6578	NPC177404
Remote Similarity	0.6575	NPC476151
Remote Similarity	0.6561	NPC19555
Remote Similarity	0.6561	NPC238430
Remote Similarity	0.6559	NPC291359
Remote Similarity	0.6557	NPC184161
Remote Similarity	0.6557	NPC469592
Remote Similarity	0.6557	NPC478074
Remote Similarity	0.6557	NPC471080
Remote Similarity	0.6553	NPC475112
Remote Similarity	0.6553	NPC475085
Remote Similarity	0.6553	NPC291535
Remote Similarity	0.6545	NPC43275
Remote Similarity	0.6545	NPC310894
Remote Similarity	0.6541	NPC10875
Remote Similarity	0.6541	NPC10730
Remote Similarity	0.6541	NPC477564
Remote Similarity	0.6541	NPC2295
Remote Similarity	0.6528	NPC288943
Remote Similarity	0.6526	NPC209377
Remote Similarity	0.6517	NPC114335
Remote Similarity	0.6517	NPC280964
Remote Similarity	0.6517	NPC141915
Remote Similarity	0.6515	NPC276674
Remote Similarity	0.6515	NPC33902
Remote Similarity	0.6505	NPC26850
Remote Similarity	0.6503	NPC207824
Remote Similarity	0.6503	NPC103379
Remote Similarity	0.6503	NPC477565
Remote Similarity	0.6503	NPC60538
Remote Similarity	0.65	NPC174629
Remote Similarity	0.6492	NPC193853
Remote Similarity	0.6492	NPC56887
Remote Similarity	0.6492	NPC223077
Remote Similarity	0.6492	NPC195392
Remote Similarity	0.6489	NPC221864
Remote Similarity	0.6482	NPC469830
Remote Similarity	0.6465	NPC474498
Remote Similarity	0.6464	NPC185838
Remote Similarity	0.6459	NPC476106
Remote Similarity	0.6455	NPC271388
Remote Similarity	0.6455	NPC235143
Remote Similarity	0.6455	NPC230956
Remote Similarity	0.6455	NPC119649
Remote Similarity	0.6455	NPC205255
Remote Similarity	0.645	NPC295287
Remote Similarity	0.645	NPC477186
Remote Similarity	0.6449	NPC189661
Remote Similarity	0.6445	NPC469589
Remote Similarity	0.6442	NPC473460
Remote Similarity	0.6439	NPC72211
Remote Similarity	0.6436	NPC206109
Remote Similarity	0.6436	NPC204970
Remote Similarity	0.6436	NPC114039
Remote Similarity	0.6435	NPC469594
Remote Similarity	0.6432	NPC76213
Remote Similarity	0.6432	NPC277669
Remote Similarity	0.6432	NPC26872
Remote Similarity	0.6429	NPC283999
Remote Similarity	0.6429	NPC193777
Remote Similarity	0.6425	NPC225381
Remote Similarity	0.6425	NPC232600
Remote Similarity	0.6421	NPC80759
Remote Similarity	0.6421	NPC471178
Remote Similarity	0.6421	NPC79402
Remote Similarity	0.6417	NPC5238
Remote Similarity	0.6417	NPC204828
Remote Similarity	0.6417	NPC469817
Remote Similarity	0.6417	NPC276588
Remote Similarity	0.6417	NPC54379
Remote Similarity	0.6417	NPC295691
Remote Similarity	0.6417	NPC184026
Remote Similarity	0.6417	NPC2413
Remote Similarity	0.6417	NPC189266
Remote Similarity	0.6417	NPC278799
Remote Similarity	0.6417	NPC110416
Remote Similarity	0.6417	NPC172765
Remote Similarity	0.6417	NPC207757
Remote Similarity	0.6417	NPC193949
Remote Similarity	0.6417	NPC39701
Remote Similarity	0.6417	NPC249797
Remote Similarity	0.6417	NPC127674
Remote Similarity	0.6411	NPC473422
Remote Similarity	0.641	NPC285941
Remote Similarity	0.641	NPC127082
Remote Similarity	0.6406	NPC477888
Remote Similarity	0.6404	NPC476565
Remote Similarity	0.6402	NPC471177
Remote Similarity	0.6402	NPC124542
Remote Similarity	0.6402	NPC59779
Remote Similarity	0.64	NPC66083
Remote Similarity	0.6398	NPC470931
Remote Similarity	0.6393	NPC179825
Remote Similarity	0.6393	NPC191376
Remote Similarity	0.6393	NPC321505
Remote Similarity	0.6391	NPC471314
Remote Similarity	0.6391	NPC471315
Remote Similarity	0.6386	NPC475411
Remote Similarity	0.6382	NPC473007
Remote Similarity	0.6382	NPC42591
Remote Similarity	0.6377	NPC329793
Remote Similarity	0.6376	NPC274268
Remote Similarity	0.6369	NPC477837
Remote Similarity	0.6369	NPC83289
Remote Similarity	0.6369	NPC212850
Remote Similarity	0.6369	NPC477838
Remote Similarity	0.6369	NPC189724
Remote Similarity	0.6368	NPC320088
Remote Similarity	0.6359	NPC473041
Remote Similarity	0.6359	NPC476571
Remote Similarity	0.6359	NPC135538
Remote Similarity	0.6359	NPC147390
Remote Similarity	0.6359	NPC428
Remote Similarity	0.6359	NPC246587
Remote Similarity	0.6359	NPC24233
Remote Similarity	0.6355	NPC259350
Remote Similarity	0.6355	NPC223236
Remote Similarity	0.6351	NPC473185
Remote Similarity	0.6349	NPC306366
Remote Similarity	0.6345	NPC265383
Remote Similarity	0.6344	NPC476568
Remote Similarity	0.6343	NPC148183
Remote Similarity	0.6343	NPC152768
Remote Similarity	0.6341	NPC303214
Remote Similarity	0.6341	NPC70259
Remote Similarity	0.634	NPC66573
Remote Similarity	0.6339	NPC245974
Remote Similarity	0.6335	NPC204179
Remote Similarity	0.6333	NPC285558
Remote Similarity	0.6332	NPC84478
Remote Similarity	0.633	NPC469428
Remote Similarity	0.6324	NPC203972
Remote Similarity	0.6321	NPC476573
Remote Similarity	0.6321	NPC81247
Remote Similarity	0.6321	NPC269383
Remote Similarity	0.6321	NPC35627
Remote Similarity	0.6321	NPC13916
Remote Similarity	0.6321	NPC257354
Remote Similarity	0.6321	NPC151030
Remote Similarity	0.6321	NPC264850
Remote Similarity	0.6319	NPC247298
Remote Similarity	0.6316	NPC289776
Remote Similarity	0.6316	NPC7393
Remote Similarity	0.6316	NPC52801
Remote Similarity	0.6316	NPC133470
Remote Similarity	0.6316	NPC72291
Remote Similarity	0.6316	NPC191863
Remote Similarity	0.6313	NPC260118
Remote Similarity	0.6311	NPC472191
Remote Similarity	0.6307	NPC184437
Remote Similarity	0.6305	NPC22476
Remote Similarity	0.6304	NPC51957
Remote Similarity	0.6304	NPC16107
Remote Similarity	0.6304	NPC476144
Remote Similarity	0.6304	NPC210437
Remote Similarity	0.6304	NPC106295
Remote Similarity	0.6303	NPC472111
Remote Similarity	0.6301	NPC128115
Remote Similarity	0.6298	NPC315957
Remote Similarity	0.6296	NPC226914
Remote Similarity	0.6293	NPC43787
Remote Similarity	0.6293	NPC85381
Remote Similarity	0.6293	NPC205934
Remote Similarity	0.6293	NPC131017
Remote Similarity	0.6291	NPC168250
Remote Similarity	0.6287	NPC217294
Remote Similarity	0.6286	NPC162484
Remote Similarity	0.6284	NPC9373
Remote Similarity	0.6283	NPC166014
Remote Similarity	0.6283	NPC27410
Remote Similarity	0.6281	NPC311936
Remote Similarity	0.6281	NPC215747
Remote Similarity	0.6281	NPC272375
Remote Similarity	0.6281	NPC192939
Remote Similarity	0.6279	NPC202605
Remote Similarity	0.6279	NPC112206
Remote Similarity	0.6279	NPC48353
Remote Similarity	0.6279	NPC29477
Remote Similarity	0.6278	NPC314113
Remote Similarity	0.6278	NPC314682
Remote Similarity	0.627	NPC7467
Remote Similarity	0.6269	NPC24465

Drug Structure

NPD4012 OpenBabel08211704332D 29 31 0 0 0 0 0 0 0 0999 V2000 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 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 8.6603 3.0000 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 0.8660 1.5000 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 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 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 1.7321 1.0000 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 0.0000 -0.0000 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 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 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 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 -1.7321 0.0000 0.0000 H 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 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 24 1 0 0 0 0 10 24 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 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 22 1 0 0 0 0 19 26 1 0 0 0 0 20 23 2 3 0 0 0 20 25 1 0 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 25 29 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	373.16
ALogP	-0.8295
MLogP	3
XLogP	4.233
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	71.08
RO5 Violation	0