NPASS drugs

Drug Information

Drug ID:	NPD6321
Drug Name:	befiperide
Molecular Formula:	C25H31N3O2
Canonical SMILES:	CN(C(=O)c1ccc(cc1)C(C)C)CCN1CCN(CC1)c1cccc2c1occ2
Standard InCHI:	InChI=1S/C25H31N3O2/c1-19(2)20-7-9-22(10-8-20)25(29)26(3)12-13-27-14-16-28(17-15-27)23-6-4-5-21-11-18-30-24(21)23/h4-11,18-19H,12-17H2,1-3H3
Standard InCHIKey:	XZHMFCUWVDUYBV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6321

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	309
0.1-0.2	1432
0.2-0.3	6635
0.3-0.4	5792
0.4-0.5	8138
0.5-0.6	7636
0.6-0.7	917
0.7-0.8	31
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	0.7919	NPC112937
Intermediate Similarity	0.7744	NPC45389
Intermediate Similarity	0.766	NPC471648
Intermediate Similarity	0.7635	NPC41216
Intermediate Similarity	0.761	NPC308943
Intermediate Similarity	0.7524	NPC55470
Intermediate Similarity	0.7475	NPC71124
Intermediate Similarity	0.7379	NPC207971
Intermediate Similarity	0.7353	NPC5374
Intermediate Similarity	0.7343	NPC268077
Intermediate Similarity	0.7277	NPC254957
Intermediate Similarity	0.7277	NPC471651
Intermediate Similarity	0.7273	NPC222561
Intermediate Similarity	0.722	NPC100863
Intermediate Similarity	0.7165	NPC73280
Intermediate Similarity	0.7156	NPC207873
Intermediate Similarity	0.7156	NPC100573
Intermediate Similarity	0.715	NPC138830
Intermediate Similarity	0.715	NPC67904
Intermediate Similarity	0.7143	NPC473004
Intermediate Similarity	0.7114	NPC21425
Intermediate Similarity	0.7109	NPC478075
Intermediate Similarity	0.7085	NPC314659
Intermediate Similarity	0.7053	NPC301163
Intermediate Similarity	0.7037	NPC298449
Intermediate Similarity	0.7037	NPC471649
Intermediate Similarity	0.7035	NPC197335
Intermediate Similarity	0.7023	NPC470481
Intermediate Similarity	0.7023	NPC470482
Intermediate Similarity	0.7014	NPC473422
Intermediate Similarity	0.7	NPC72905
Remote Similarity	0.6995	NPC299582
Remote Similarity	0.6991	NPC329631
Remote Similarity	0.698	NPC87391
Remote Similarity	0.6971	NPC234933
Remote Similarity	0.6959	NPC471652
Remote Similarity	0.6955	NPC323969
Remote Similarity	0.6948	NPC198160
Remote Similarity	0.6944	NPC264176
Remote Similarity	0.6941	NPC131885
Remote Similarity	0.6931	NPC473007
Remote Similarity	0.6927	NPC93653
Remote Similarity	0.6916	NPC329567
Remote Similarity	0.6916	NPC330683
Remote Similarity	0.6906	NPC122886
Remote Similarity	0.6901	NPC477161
Remote Similarity	0.689	NPC193906
Remote Similarity	0.689	NPC23080
Remote Similarity	0.6886	NPC160113
Remote Similarity	0.6886	NPC476220
Remote Similarity	0.6875	NPC470018
Remote Similarity	0.6875	NPC133817
Remote Similarity	0.6875	NPC476443
Remote Similarity	0.6866	NPC474428
Remote Similarity	0.6866	NPC38237
Remote Similarity	0.6866	NPC288305
Remote Similarity	0.6866	NPC10732
Remote Similarity	0.6864	NPC137353
Remote Similarity	0.686	NPC470485
Remote Similarity	0.686	NPC471825
Remote Similarity	0.6856	NPC154922
Remote Similarity	0.6852	NPC269367
Remote Similarity	0.6849	NPC234772
Remote Similarity	0.6845	NPC1820
Remote Similarity	0.6837	NPC90185
Remote Similarity	0.6835	NPC30749
Remote Similarity	0.6833	NPC266425
Remote Similarity	0.6833	NPC475609
Remote Similarity	0.6827	NPC230313
Remote Similarity	0.6824	NPC142385
Remote Similarity	0.6822	NPC195787
Remote Similarity	0.6822	NPC246140
Remote Similarity	0.682	NPC471532
Remote Similarity	0.6816	NPC85613
Remote Similarity	0.6816	NPC70092
Remote Similarity	0.6816	NPC166169
Remote Similarity	0.6814	NPC194740
Remote Similarity	0.6812	NPC39370
Remote Similarity	0.6812	NPC204970
Remote Similarity	0.6805	NPC185197
Remote Similarity	0.6802	NPC225279
Remote Similarity	0.68	NPC285941
Remote Similarity	0.6798	NPC473186
Remote Similarity	0.6796	NPC473008
Remote Similarity	0.6796	NPC174629
Remote Similarity	0.6796	NPC473569
Remote Similarity	0.6789	NPC116178
Remote Similarity	0.6782	NPC270301
Remote Similarity	0.6773	NPC148183
Remote Similarity	0.6773	NPC152768
Remote Similarity	0.677	NPC257851
Remote Similarity	0.6767	NPC477585
Remote Similarity	0.6767	NPC477590
Remote Similarity	0.6767	NPC477586
Remote Similarity	0.6767	NPC304837
Remote Similarity	0.6767	NPC476258
Remote Similarity	0.6767	NPC477588
Remote Similarity	0.6763	NPC470483
Remote Similarity	0.6761	NPC15987
Remote Similarity	0.6758	NPC217903
Remote Similarity	0.6758	NPC324361
Remote Similarity	0.6758	NPC321166
Remote Similarity	0.6757	NPC288987
Remote Similarity	0.6749	NPC230683
Remote Similarity	0.6749	NPC27887
Remote Similarity	0.6746	NPC198401
Remote Similarity	0.6743	NPC187501
Remote Similarity	0.6742	NPC305984
Remote Similarity	0.6741	NPC148124
Remote Similarity	0.6741	NPC251071
Remote Similarity	0.6736	NPC244543
Remote Similarity	0.6733	NPC222524
Remote Similarity	0.6733	NPC5167
Remote Similarity	0.6731	NPC114039
Remote Similarity	0.6731	NPC206109
Remote Similarity	0.673	NPC17677
Remote Similarity	0.6727	NPC16066
Remote Similarity	0.6727	NPC314817
Remote Similarity	0.6727	NPC66191
Remote Similarity	0.6727	NPC316297
Remote Similarity	0.6725	NPC49547
Remote Similarity	0.672	NPC242000
Remote Similarity	0.6716	NPC302235
Remote Similarity	0.6715	NPC474059
Remote Similarity	0.6714	NPC477258
Remote Similarity	0.6713	NPC212123
Remote Similarity	0.6712	NPC305542
Remote Similarity	0.6712	NPC159815
Remote Similarity	0.6712	NPC195120
Remote Similarity	0.6712	NPC87560
Remote Similarity	0.6712	NPC77777
Remote Similarity	0.6711	NPC205372
Remote Similarity	0.6709	NPC113455
Remote Similarity	0.6702	NPC471646
Remote Similarity	0.6702	NPC471647
Remote Similarity	0.6701	NPC472115
Remote Similarity	0.6701	NPC472114
Remote Similarity	0.6698	NPC241263
Remote Similarity	0.6698	NPC470484
Remote Similarity	0.6697	NPC476651
Remote Similarity	0.6696	NPC99724
Remote Similarity	0.6696	NPC140296
Remote Similarity	0.6696	NPC157931
Remote Similarity	0.6696	NPC198503
Remote Similarity	0.6696	NPC74575
Remote Similarity	0.6684	NPC204867
Remote Similarity	0.6683	NPC249405
Remote Similarity	0.6683	NPC322621
Remote Similarity	0.6683	NPC28510
Remote Similarity	0.6682	NPC219397
Remote Similarity	0.6682	NPC268223
Remote Similarity	0.6682	NPC298436
Remote Similarity	0.6681	NPC477587
Remote Similarity	0.6681	NPC75179
Remote Similarity	0.6681	NPC115588
Remote Similarity	0.6681	NPC477589
Remote Similarity	0.6681	NPC474688
Remote Similarity	0.6667	NPC243626
Remote Similarity	0.6667	NPC471762
Remote Similarity	0.6667	NPC146418
Remote Similarity	0.6667	NPC169387
Remote Similarity	0.6667	NPC477259
Remote Similarity	0.6653	NPC133609
Remote Similarity	0.6652	NPC472099
Remote Similarity	0.6652	NPC476436
Remote Similarity	0.665	NPC262725
Remote Similarity	0.665	NPC116007
Remote Similarity	0.665	NPC96901
Remote Similarity	0.6638	NPC470017
Remote Similarity	0.6637	NPC322482
Remote Similarity	0.6636	NPC472098
Remote Similarity	0.6634	NPC179704
Remote Similarity	0.6633	NPC257763
Remote Similarity	0.6632	NPC223873
Remote Similarity	0.6631	NPC308197
Remote Similarity	0.6624	NPC120239
Remote Similarity	0.6623	NPC248903
Remote Similarity	0.6622	NPC280799
Remote Similarity	0.6622	NPC471531
Remote Similarity	0.6621	NPC470020
Remote Similarity	0.6618	NPC190461
Remote Similarity	0.6618	NPC472163
Remote Similarity	0.6607	NPC288110
Remote Similarity	0.6607	NPC208084
Remote Similarity	0.6606	NPC473006
Remote Similarity	0.6605	NPC295898
Remote Similarity	0.6605	NPC473005
Remote Similarity	0.6603	NPC22476
Remote Similarity	0.6595	NPC216149
Remote Similarity	0.6595	NPC208170
Remote Similarity	0.6594	NPC66777
Remote Similarity	0.6593	NPC71539
Remote Similarity	0.6593	NPC216612
Remote Similarity	0.6593	NPC144452
Remote Similarity	0.6593	NPC250960
Remote Similarity	0.6587	NPC471650
Remote Similarity	0.6579	NPC26928
Remote Similarity	0.6579	NPC266994
Remote Similarity	0.6578	NPC118154
Remote Similarity	0.6578	NPC318525

Drug Structure

NPD6321 OpenBabel08211709092D 30 33 0 0 0 0 0 0 0 0999 V2000 -8.7831 6.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6492 4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4530 4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0511 5.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9171 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1851 4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0511 3.1691 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 -3.5870 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7210 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9889 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9889 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7831 5.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9171 4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1851 3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3190 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4530 3.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 3.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 2.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3190 2.1691 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 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 26 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 21 1 0 0 0 0 6 23 2 0 0 0 0 7 9 1 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 18 2 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 26 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 28 1 0 0 0 0 18 30 1 0 0 0 0 19 20 1 0 0 0 0 21 24 2 0 0 0 0 22 25 1 0 0 0 0 23 24 1 0 0 0 0 23 28 1 0 0 0 0 24 30 1 0 0 0 0 25 26 1 0 0 0 0 25 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005895
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	405.24
ALogP	-0.0177
MLogP	3.66
XLogP	5.465
HDA	4
HBD	0
Rotatable Bonds	10
TPSA	39.93
RO5 Violation	1