NPASS drugs

Drug Information

Drug ID:	NPD3120
Drug Name:	Prucalopride
Molecular Formula:	C18H26ClN3O3
Canonical SMILES:	COCCCN1CCC(CC1)N=C(c1cc(Cl)c(c2c1OCC2)N)O
Standard InCHI:	InChI=1S/C18H26ClN3O3/c1-24-9-2-6-22-7-3-12(4-8-22)21-18(23)14-11-15(19)16(20)13-5-10-25-17(13)14/h11-12H,2-10,20H2,1H3,(H,21,23)
Standard InCHIKey:	ZPMNHBXQOOVQJL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3120

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	247
0.1-0.2	1524
0.2-0.3	9946
0.3-0.4	3485
0.4-0.5	11849
0.5-0.6	3444
0.6-0.7	395
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	0.6919	NPC28510
Remote Similarity	0.6862	NPC19555
Remote Similarity	0.6853	NPC232872
Remote Similarity	0.6823	NPC168153
Remote Similarity	0.6804	NPC283999
Remote Similarity	0.6788	NPC127082
Remote Similarity	0.6776	NPC219383
Remote Similarity	0.6756	NPC49583
Remote Similarity	0.6734	NPC217294
Remote Similarity	0.6701	NPC283152
Remote Similarity	0.6667	NPC475910
Remote Similarity	0.6651	NPC476106
Remote Similarity	0.665	NPC98197
Remote Similarity	0.6617	NPC174629
Remote Similarity	0.6597	NPC238430
Remote Similarity	0.6596	NPC291359
Remote Similarity	0.6587	NPC475112
Remote Similarity	0.6587	NPC291535
Remote Similarity	0.6587	NPC475085
Remote Similarity	0.6585	NPC70956
Remote Similarity	0.6585	NPC243834
Remote Similarity	0.6583	NPC474498
Remote Similarity	0.6562	NPC208280
Remote Similarity	0.6557	NPC168250
Remote Similarity	0.6552	NPC204970
Remote Similarity	0.6535	NPC474059
Remote Similarity	0.6509	NPC470931
Remote Similarity	0.6505	NPC272706
Remote Similarity	0.65	NPC473007
Remote Similarity	0.6495	NPC310894
Remote Similarity	0.649	NPC329747
Remote Similarity	0.6473	NPC72211
Remote Similarity	0.6462	NPC198160
Remote Similarity	0.6459	NPC232600
Remote Similarity	0.6455	NPC329830
Remote Similarity	0.6449	NPC476651
Remote Similarity	0.6449	NPC11464
Remote Similarity	0.6447	NPC177056
Remote Similarity	0.6439	NPC79293
Remote Similarity	0.6439	NPC279401
Remote Similarity	0.6438	NPC37957
Remote Similarity	0.6438	NPC108826
Remote Similarity	0.6435	NPC469592
Remote Similarity	0.6435	NPC478074
Remote Similarity	0.6435	NPC471080
Remote Similarity	0.6408	NPC43787
Remote Similarity	0.6408	NPC205934
Remote Similarity	0.6406	NPC189661
Remote Similarity	0.6404	NPC295287
Remote Similarity	0.6402	NPC469589
Remote Similarity	0.6402	NPC209769
Remote Similarity	0.6398	NPC162484
Remote Similarity	0.6396	NPC288943
Remote Similarity	0.6389	NPC48353
Remote Similarity	0.6385	NPC193777
Remote Similarity	0.6377	NPC70259
Remote Similarity	0.6376	NPC470002
Remote Similarity	0.6376	NPC470001
Remote Similarity	0.6373	NPC283207
Remote Similarity	0.6373	NPC473008
Remote Similarity	0.6373	NPC474904
Remote Similarity	0.6373	NPC70172
Remote Similarity	0.6359	NPC257354
Remote Similarity	0.6359	NPC203972
Remote Similarity	0.6355	NPC205926
Remote Similarity	0.6355	NPC66083
Remote Similarity	0.6346	NPC161804
Remote Similarity	0.6338	NPC472111
Remote Similarity	0.6335	NPC29647
Remote Similarity	0.6333	NPC11017
Remote Similarity	0.6324	NPC477186
Remote Similarity	0.6318	NPC469594
Remote Similarity	0.6316	NPC315257
Remote Similarity	0.6316	NPC10875
Remote Similarity	0.6316	NPC10730
Remote Similarity	0.6313	NPC116178
Remote Similarity	0.6306	NPC477532
Remote Similarity	0.6305	NPC276674
Remote Similarity	0.6305	NPC33902
Remote Similarity	0.6303	NPC472330
Remote Similarity	0.6303	NPC472329
Remote Similarity	0.6303	NPC267423
Remote Similarity	0.6303	NPC476044
Remote Similarity	0.6302	NPC79328
Remote Similarity	0.63	NPC70092
Remote Similarity	0.63	NPC265383
Remote Similarity	0.6298	NPC303214
Remote Similarity	0.6298	NPC162653
Remote Similarity	0.6294	NPC225381
Remote Similarity	0.6291	NPC470484
Remote Similarity	0.6291	NPC470930
Remote Similarity	0.629	NPC153923
Remote Similarity	0.629	NPC219397
Remote Similarity	0.6289	NPC204179
Remote Similarity	0.6287	NPC62069
Remote Similarity	0.6284	NPC321166
Remote Similarity	0.6284	NPC217903
Remote Similarity	0.6274	NPC52801
Remote Similarity	0.6269	NPC260118
Remote Similarity	0.6269	NPC72291
Remote Similarity	0.6261	NPC274268
Remote Similarity	0.6261	NPC477533
Remote Similarity	0.6256	NPC276060
Remote Similarity	0.6256	NPC329793
Remote Similarity	0.625	NPC131017
Remote Similarity	0.6244	NPC320088
Remote Similarity	0.6244	NPC159101
Remote Similarity	0.6244	NPC473460
Remote Similarity	0.6243	NPC184161
Remote Similarity	0.6239	NPC203168
Remote Similarity	0.6239	NPC473185
Remote Similarity	0.6238	NPC311936
Remote Similarity	0.6238	NPC215747
Remote Similarity	0.6238	NPC192939
Remote Similarity	0.6231	NPC473432
Remote Similarity	0.6228	NPC300114
Remote Similarity	0.6222	NPC166655
Remote Similarity	0.6221	NPC219664
Remote Similarity	0.6221	NPC269449
Remote Similarity	0.6218	NPC306366
Remote Similarity	0.6207	NPC119579
Remote Similarity	0.6204	NPC317709
Remote Similarity	0.6204	NPC329329
Remote Similarity	0.6202	NPC302001
Remote Similarity	0.62	NPC285941
Remote Similarity	0.6198	NPC469428
Remote Similarity	0.6197	NPC474077
Remote Similarity	0.6195	NPC219170
Remote Similarity	0.6195	NPC180253
Remote Similarity	0.6193	NPC124657
Remote Similarity	0.6193	NPC195392
Remote Similarity	0.619	NPC472191
Remote Similarity	0.6188	NPC116096
Remote Similarity	0.6188	NPC128115
Remote Similarity	0.6186	NPC221864
Remote Similarity	0.6184	NPC22476
Remote Similarity	0.6179	NPC127178
Remote Similarity	0.6176	NPC28425
Remote Similarity	0.6175	NPC201697
Remote Similarity	0.6172	NPC230313
Remote Similarity	0.6172	NPC85381
Remote Similarity	0.6172	NPC29472
Remote Similarity	0.6171	NPC325013
Remote Similarity	0.617	NPC476151
Remote Similarity	0.6169	NPC126515
Remote Similarity	0.6169	NPC274002
Remote Similarity	0.6169	NPC472331
Remote Similarity	0.6165	NPC22928
Remote Similarity	0.6165	NPC224293
Remote Similarity	0.6162	NPC298979
Remote Similarity	0.6154	NPC27410
Remote Similarity	0.6154	NPC230956
Remote Similarity	0.6154	NPC473004
Remote Similarity	0.6154	NPC235143
Remote Similarity	0.6154	NPC152768
Remote Similarity	0.6154	NPC271388
Remote Similarity	0.6154	NPC205255
Remote Similarity	0.6154	NPC148183
Remote Similarity	0.6154	NPC205167
Remote Similarity	0.6154	NPC166014
Remote Similarity	0.6154	NPC294244
Remote Similarity	0.6154	NPC119649
Remote Similarity	0.6154	NPC166667
Remote Similarity	0.6154	NPC249274
Remote Similarity	0.6149	NPC471314
Remote Similarity	0.6149	NPC471315
Remote Similarity	0.6142	NPC209377
Remote Similarity	0.6141	NPC212850
Remote Similarity	0.6141	NPC189724
Remote Similarity	0.6141	NPC83289
Remote Similarity	0.614	NPC14339
Remote Similarity	0.614	NPC313112
Remote Similarity	0.614	NPC301292
Remote Similarity	0.614	NPC252251
Remote Similarity	0.614	NPC87714
Remote Similarity	0.6135	NPC296742
Remote Similarity	0.6131	NPC204908
Remote Similarity	0.6131	NPC83198
Remote Similarity	0.6129	NPC472103
Remote Similarity	0.6127	NPC179704
Remote Similarity	0.6127	NPC84478
Remote Similarity	0.6127	NPC190007
Remote Similarity	0.6124	NPC78284
Remote Similarity	0.6124	NPC289786
Remote Similarity	0.6122	NPC79402
Remote Similarity	0.6122	NPC80759
Remote Similarity	0.6121	NPC15987
Remote Similarity	0.6119	NPC9475
Remote Similarity	0.6117	NPC69213
Remote Similarity	0.6114	NPC234318
Remote Similarity	0.6111	NPC477888
Remote Similarity	0.6111	NPC223077
Remote Similarity	0.6111	NPC193853
Remote Similarity	0.6111	NPC35627
Remote Similarity	0.6111	NPC81247
Remote Similarity	0.6111	NPC56887
Remote Similarity	0.6111	NPC476573
Remote Similarity	0.6109	NPC316297
Remote Similarity	0.6109	NPC314817
Remote Similarity	0.6109	NPC66191

Drug Structure

NPD3120 OpenBabel08211702562D 28 30 0 0 0 0 0 0 0 0999 V2000 8.0021 3.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 1.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 2.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -3.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.5241 -2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 0.0219 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 3.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3902 -2.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5241 -3.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 0.5219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 6 1 0 0 0 0 2 9 1 0 0 0 0 3 7 1 0 0 0 0 3 12 1 0 0 0 0 4 8 1 0 0 0 0 4 12 1 0 0 0 0 5 10 1 0 0 0 0 5 13 1 0 0 0 0 6 22 1 0 0 0 0 7 22 1 0 0 0 0 8 22 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 14 1 0 0 0 0 11 15 2 0 0 0 0 12 21 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 25 1 0 0 0 0 18 21 2 3 0 0 0 18 23 1 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001155; DNC001188; DCL000854
DrugBank	DB06480
ChEMBL	CHEMBL117287
IUPHAR/BPS	243
PharmaGKB
KEGG Drug
PubChem CID	9870009; 3052762
ChEBI	135552
CAS Number	179474-81-8

Drug Properties

Molecular Weight	367.17
ALogP	-0.9928
MLogP	2.67
XLogP	1.33
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	80.31
RO5 Violation	0