NPASS drugs

Drug Information

Drug ID:	NPD5984
Drug Name:	Relenopride
Molecular Formula:	C24H30ClFN4O4
Canonical SMILES:	COc1cc(N)c(cc1C(=NCC1CCN(CC1)CC[C@@H](c1ccc(cc1)F)OC(=N)O)O)Cl
Standard InCHI:	InChI=1S/C24H30ClFN4O4/c1-33-22-13-20(27)19(25)12-18(22)23(31)29-14-15-6-9-30(10-7-15)11-8-21(34-24(28)32)16-2-4-17(26)5-3-16/h2-5,12-13,15,21H,6-11,14,27H2,1H3,(H2,28,32)(H,29,31)/t21-/m0/s1
Standard InCHIKey:	KGMMSPVVHZGPHL-NRFANRHFSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5984

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	231
0.1-0.2	1477
0.2-0.3	9436
0.3-0.4	3706
0.4-0.5	11554
0.5-0.6	4159
0.6-0.7	325
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	0.7461	NPC232872
Intermediate Similarity	0.7	NPC28510
Remote Similarity	0.6947	NPC238430
Remote Similarity	0.6927	NPC310894
Remote Similarity	0.6911	NPC208280
Remote Similarity	0.6907	NPC168153
Remote Similarity	0.6816	NPC295287
Remote Similarity	0.6804	NPC225381
Remote Similarity	0.6702	NPC72291
Remote Similarity	0.6636	NPC274268
Remote Similarity	0.6633	NPC283999
Remote Similarity	0.6598	NPC19555
Remote Similarity	0.6597	NPC291359
Remote Similarity	0.6596	NPC219383
Remote Similarity	0.6596	NPC184161
Remote Similarity	0.6588	NPC311357
Remote Similarity	0.6579	NPC10875
Remote Similarity	0.6579	NPC315257
Remote Similarity	0.6579	NPC10730
Remote Similarity	0.6566	NPC473432
Remote Similarity	0.6537	NPC474059
Remote Similarity	0.6533	NPC9475
Remote Similarity	0.652	NPC469830
Remote Similarity	0.6512	NPC475910
Remote Similarity	0.6503	NPC189724
Remote Similarity	0.6503	NPC83289
Remote Similarity	0.6503	NPC212850
Remote Similarity	0.6481	NPC168250
Remote Similarity	0.6471	NPC245974
Remote Similarity	0.6453	NPC62069
Remote Similarity	0.6452	NPC247298
Remote Similarity	0.645	NPC283152
Remote Similarity	0.6447	NPC257354
Remote Similarity	0.6447	NPC269383
Remote Similarity	0.6447	NPC151030
Remote Similarity	0.6429	NPC243834
Remote Similarity	0.6429	NPC70956
Remote Similarity	0.6415	NPC329747
Remote Similarity	0.6385	NPC472330
Remote Similarity	0.6385	NPC472329
Remote Similarity	0.6368	NPC228040
Remote Similarity	0.6364	NPC469592
Remote Similarity	0.6364	NPC471080
Remote Similarity	0.6351	NPC472191
Remote Similarity	0.6343	NPC476106
Remote Similarity	0.6341	NPC473007
Remote Similarity	0.634	NPC29647
Remote Similarity	0.6335	NPC189661
Remote Similarity	0.6326	NPC473460
Remote Similarity	0.6323	NPC469594
Remote Similarity	0.6308	NPC79328
Remote Similarity	0.6306	NPC148183
Remote Similarity	0.6306	NPC152768
Remote Similarity	0.6305	NPC263507
Remote Similarity	0.6305	NPC45112
Remote Similarity	0.6305	NPC271958
Remote Similarity	0.6305	NPC134413
Remote Similarity	0.6301	NPC43275
Remote Similarity	0.63	NPC49315
Remote Similarity	0.6298	NPC473008
Remote Similarity	0.6298	NPC174629
Remote Similarity	0.6296	NPC473422
Remote Similarity	0.6295	NPC108826
Remote Similarity	0.6287	NPC127082
Remote Similarity	0.6286	NPC203972
Remote Similarity	0.6281	NPC195392
Remote Similarity	0.6279	NPC475085
Remote Similarity	0.6279	NPC291535
Remote Similarity	0.6279	NPC475112
Remote Similarity	0.6276	NPC177404
Remote Similarity	0.6276	NPC289776
Remote Similarity	0.6276	NPC133470
Remote Similarity	0.6276	NPC191863
Remote Similarity	0.6262	NPC474498
Remote Similarity	0.6256	NPC472331
Remote Similarity	0.6256	NPC274002
Remote Similarity	0.6256	NPC126515
Remote Similarity	0.6256	NPC469589
Remote Similarity	0.625	NPC217294
Remote Similarity	0.6238	NPC114335
Remote Similarity	0.6238	NPC280964
Remote Similarity	0.6238	NPC141915
Remote Similarity	0.6238	NPC204970
Remote Similarity	0.6238	NPC288943
Remote Similarity	0.6236	NPC29477
Remote Similarity	0.6233	NPC232600
Remote Similarity	0.6232	NPC276674
Remote Similarity	0.6232	NPC33902
Remote Similarity	0.6231	NPC209377
Remote Similarity	0.6226	NPC162653
Remote Similarity	0.6225	NPC70092
Remote Similarity	0.622	NPC296742
Remote Similarity	0.622	NPC474904
Remote Similarity	0.6216	NPC478074
Remote Similarity	0.6214	NPC320394
Remote Similarity	0.6212	NPC70172
Remote Similarity	0.621	NPC470931
Remote Similarity	0.6209	NPC471953
Remote Similarity	0.6205	NPC93593
Remote Similarity	0.6205	NPC26850
Remote Similarity	0.6204	NPC52801
Remote Similarity	0.6204	NPC474077
Remote Similarity	0.62	NPC223077
Remote Similarity	0.62	NPC56887
Remote Similarity	0.62	NPC193853
Remote Similarity	0.62	NPC477888
Remote Similarity	0.6195	NPC260118
Remote Similarity	0.6195	NPC128115
Remote Similarity	0.6193	NPC221864
Remote Similarity	0.6193	NPC472111
Remote Similarity	0.619	NPC475411
Remote Similarity	0.618	NPC325013
Remote Similarity	0.6179	NPC29472
Remote Similarity	0.6178	NPC476151
Remote Similarity	0.6175	NPC159101
Remote Similarity	0.6175	NPC313352
Remote Similarity	0.6172	NPC477186
Remote Similarity	0.6172	NPC320088
Remote Similarity	0.6172	NPC224293
Remote Similarity	0.6168	NPC72211
Remote Similarity	0.6167	NPC101372
Remote Similarity	0.6167	NPC329830
Remote Similarity	0.6165	NPC192939
Remote Similarity	0.6165	NPC215747
Remote Similarity	0.6165	NPC469831
Remote Similarity	0.6165	NPC86678
Remote Similarity	0.6165	NPC272375
Remote Similarity	0.6164	NPC193777
Remote Similarity	0.6162	NPC119649
Remote Similarity	0.6162	NPC292143
Remote Similarity	0.6162	NPC139506
Remote Similarity	0.6162	NPC235143
Remote Similarity	0.6162	NPC271388
Remote Similarity	0.6162	NPC205255
Remote Similarity	0.6162	NPC230956
Remote Similarity	0.6161	NPC114039
Remote Similarity	0.6161	NPC206109
Remote Similarity	0.6158	NPC471314
Remote Similarity	0.6158	NPC471315
Remote Similarity	0.6154	NPC477564
Remote Similarity	0.6154	NPC2295
Remote Similarity	0.615	NPC232514
Remote Similarity	0.615	NPC238530
Remote Similarity	0.615	NPC477837
Remote Similarity	0.615	NPC314113
Remote Similarity	0.615	NPC276944
Remote Similarity	0.615	NPC477838
Remote Similarity	0.6146	NPC265383
Remote Similarity	0.6143	NPC112676
Remote Similarity	0.6142	NPC306366
Remote Similarity	0.6142	NPC235628
Remote Similarity	0.6139	NPC66573
Remote Similarity	0.6138	NPC63628
Remote Similarity	0.6138	NPC178466
Remote Similarity	0.6136	NPC329329
Remote Similarity	0.6136	NPC317709
Remote Similarity	0.6135	NPC469829
Remote Similarity	0.6134	NPC26872
Remote Similarity	0.6132	NPC476565
Remote Similarity	0.6132	NPC289786
Remote Similarity	0.6131	NPC254700
Remote Similarity	0.6131	NPC80759
Remote Similarity	0.6131	NPC204179
Remote Similarity	0.6131	NPC79402
Remote Similarity	0.6131	NPC24954
Remote Similarity	0.6127	NPC2314
Remote Similarity	0.6127	NPC285941
Remote Similarity	0.6126	NPC326333
Remote Similarity	0.6124	NPC180253
Remote Similarity	0.6124	NPC219170
Remote Similarity	0.6124	NPC66083
Remote Similarity	0.6124	NPC69213
Remote Similarity	0.6122	NPC469817
Remote Similarity	0.6122	NPC5238
Remote Similarity	0.6122	NPC189266
Remote Similarity	0.6122	NPC278799
Remote Similarity	0.6122	NPC2413
Remote Similarity	0.6122	NPC172765
Remote Similarity	0.6122	NPC127674
Remote Similarity	0.6122	NPC276588
Remote Similarity	0.6122	NPC207757
Remote Similarity	0.6122	NPC204828
Remote Similarity	0.6122	NPC39701
Remote Similarity	0.6122	NPC184026
Remote Similarity	0.6122	NPC193949
Remote Similarity	0.6122	NPC110416
Remote Similarity	0.6122	NPC54379
Remote Similarity	0.6122	NPC249797
Remote Similarity	0.6122	NPC295691
Remote Similarity	0.612	NPC274732
Remote Similarity	0.6118	NPC49583
Remote Similarity	0.6117	NPC294790
Remote Similarity	0.6117	NPC148693
Remote Similarity	0.6117	NPC118633
Remote Similarity	0.6114	NPC60538
Remote Similarity	0.6114	NPC103379
Remote Similarity	0.6114	NPC477565
Remote Similarity	0.6114	NPC469390
Remote Similarity	0.6114	NPC207824
Remote Similarity	0.6111	NPC473105

Drug Structure

NPD5984 OpenBabel08211708292D 39 41 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 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 6.0622 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 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 7.7942 -0.5000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 3 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 9.5263 -3.5000 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 9.5263 -0.5000 0.0000 C 0 0 1 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 11.2583 -0.5000 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 9.5263 -4.5000 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 11.2583 -1.5000 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 6.9282 0.0000 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 12.1244 0.0000 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 10.3923 0.0000 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 12.1244 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 4 1 0 0 0 0 2 16 2 0 0 0 0 3 5 2 0 0 0 0 3 16 1 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 9 30 1 0 0 0 0 10 30 1 0 0 0 0 11 30 1 0 0 0 0 12 18 1 0 0 0 0 12 19 2 0 0 0 0 13 20 2 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 29 1 0 0 0 0 16 21 1 0 0 0 0 17 26 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 21 8 1 6 0 0 0 21 34 1 0 0 0 0 22 33 1 0 0 0 0 23 29 2 3 0 0 0 23 31 1 0 0 0 0 24 28 2 0 0 0 0 24 32 1 0 0 0 0 24 34 1 0 0 0 0 27 35 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 31 38 1 0 0 0 0 32 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005881
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	45275554
ChEBI
CAS Number

Drug Properties

Molecular Weight	492.19
ALogP	-0.5752
MLogP	3
XLogP	4.37
HDA	7
HBD	4
Rotatable Bonds	16
TPSA	124.39
RO5 Violation	0