NPASS drugs

Drug Information

Drug ID:	NPD6202
Drug Name:	trifenagrel
Molecular Formula:	C25H25N3O
Canonical SMILES:	CN(CCOc1ccccc1c1nc(c([nH]1)c1ccccc1)c1ccccc1)C
Standard InCHI:	InChI=1S/C25H25N3O/c1-28(2)17-18-29-22-16-10-9-15-21(22)25-26-23(19-11-5-3-6-12-19)24(27-25)20-13-7-4-8-14-20/h3-16H,17-18H2,1-2H3,(H,26,27)
Standard InCHIKey:	KGVYOGLFOPNPDJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6202

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	497
0.1-0.2	3371
0.2-0.3	9408
0.3-0.4	7631
0.4-0.5	7310
0.5-0.6	2039
0.6-0.7	582
0.7-0.8	51
0.8-0.85	1
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	0.8178	NPC187145
Intermediate Similarity	0.7653	NPC471603
Intermediate Similarity	0.7464	NPC19872
Intermediate Similarity	0.7422	NPC160666
Intermediate Similarity	0.7327	NPC26679
Intermediate Similarity	0.7324	NPC470930
Intermediate Similarity	0.7286	NPC72211
Intermediate Similarity	0.7273	NPC70259
Intermediate Similarity	0.7251	NPC18487
Intermediate Similarity	0.7235	NPC167860
Intermediate Similarity	0.7235	NPC123976
Intermediate Similarity	0.7225	NPC43787
Intermediate Similarity	0.7225	NPC205934
Intermediate Similarity	0.7225	NPC115595
Intermediate Similarity	0.7196	NPC245816
Intermediate Similarity	0.7196	NPC476138
Intermediate Similarity	0.7192	NPC474798
Intermediate Similarity	0.7189	NPC185782
Intermediate Similarity	0.7183	NPC232727
Intermediate Similarity	0.7143	NPC280638
Intermediate Similarity	0.7136	NPC329747
Intermediate Similarity	0.7122	NPC84478
Intermediate Similarity	0.7118	NPC475253
Intermediate Similarity	0.7116	NPC162484
Intermediate Similarity	0.7116	NPC223427
Intermediate Similarity	0.7105	NPC314954
Intermediate Similarity	0.7103	NPC267423
Intermediate Similarity	0.7098	NPC477533
Intermediate Similarity	0.7095	NPC475190
Intermediate Similarity	0.7091	NPC94157
Intermediate Similarity	0.7083	NPC285558
Intermediate Similarity	0.7082	NPC30540
Intermediate Similarity	0.7077	NPC26850
Intermediate Similarity	0.7075	NPC267928
Intermediate Similarity	0.707	NPC291535
Intermediate Similarity	0.707	NPC475085
Intermediate Similarity	0.707	NPC475112
Intermediate Similarity	0.7059	NPC471080
Intermediate Similarity	0.7059	NPC469592
Intermediate Similarity	0.7059	NPC476287
Intermediate Similarity	0.7056	NPC121772
Intermediate Similarity	0.7056	NPC176538
Intermediate Similarity	0.7054	NPC250178
Intermediate Similarity	0.7051	NPC476106
Intermediate Similarity	0.7045	NPC242923
Intermediate Similarity	0.7032	NPC209769
Intermediate Similarity	0.7029	NPC472066
Intermediate Similarity	0.7029	NPC472067
Intermediate Similarity	0.7029	NPC472031
Intermediate Similarity	0.7023	NPC476044
Intermediate Similarity	0.7014	NPC84853
Intermediate Similarity	0.7013	NPC469554
Remote Similarity	0.6996	NPC148183
Remote Similarity	0.6996	NPC152768
Remote Similarity	0.6996	NPC470799
Remote Similarity	0.6996	NPC8022
Remote Similarity	0.6995	NPC243834
Remote Similarity	0.6995	NPC70956
Remote Similarity	0.699	NPC176127
Remote Similarity	0.6987	NPC473185
Remote Similarity	0.6986	NPC242928
Remote Similarity	0.6986	NPC476465
Remote Similarity	0.6978	NPC193267
Remote Similarity	0.6978	NPC213530
Remote Similarity	0.6957	NPC284678
Remote Similarity	0.6957	NPC471762
Remote Similarity	0.6951	NPC50511
Remote Similarity	0.6948	NPC13880
Remote Similarity	0.6947	NPC132642
Remote Similarity	0.6946	NPC472068
Remote Similarity	0.6943	NPC227908
Remote Similarity	0.6942	NPC118776
Remote Similarity	0.694	NPC101543
Remote Similarity	0.6937	NPC473180
Remote Similarity	0.6933	NPC469594
Remote Similarity	0.693	NPC130570
Remote Similarity	0.6929	NPC56271
Remote Similarity	0.6923	NPC11464
Remote Similarity	0.6923	NPC26872
Remote Similarity	0.6919	NPC92111
Remote Similarity	0.6916	NPC310118
Remote Similarity	0.6913	NPC257851
Remote Similarity	0.6909	NPC475910
Remote Similarity	0.6909	NPC287208
Remote Similarity	0.6903	NPC473179
Remote Similarity	0.6901	NPC131017
Remote Similarity	0.6898	NPC329793
Remote Similarity	0.6888	NPC51854
Remote Similarity	0.6884	NPC177404
Remote Similarity	0.6883	NPC66777
Remote Similarity	0.6878	NPC473181
Remote Similarity	0.6878	NPC201697
Remote Similarity	0.6875	NPC470549
Remote Similarity	0.6872	NPC76748
Remote Similarity	0.6872	NPC86078
Remote Similarity	0.686	NPC144114
Remote Similarity	0.6849	NPC470500
Remote Similarity	0.6847	NPC199667
Remote Similarity	0.6846	NPC9729
Remote Similarity	0.6844	NPC170114
Remote Similarity	0.6842	NPC477532
Remote Similarity	0.684	NPC157931
Remote Similarity	0.684	NPC110151
Remote Similarity	0.6828	NPC308906
Remote Similarity	0.6828	NPC48317
Remote Similarity	0.6826	NPC471615
Remote Similarity	0.6825	NPC296527
Remote Similarity	0.6814	NPC208060
Remote Similarity	0.6808	NPC324149
Remote Similarity	0.6804	NPC114209
Remote Similarity	0.6802	NPC174672
Remote Similarity	0.6798	NPC323969
Remote Similarity	0.6786	NPC48353
Remote Similarity	0.6784	NPC303658
Remote Similarity	0.6779	NPC477891
Remote Similarity	0.6776	NPC307963
Remote Similarity	0.6774	NPC187558
Remote Similarity	0.6774	NPC128823
Remote Similarity	0.6771	NPC5145
Remote Similarity	0.6756	NPC478074
Remote Similarity	0.6751	NPC473183
Remote Similarity	0.6745	NPC110741
Remote Similarity	0.6743	NPC11017
Remote Similarity	0.6741	NPC208284
Remote Similarity	0.674	NPC305984
Remote Similarity	0.6737	NPC473184
Remote Similarity	0.6727	NPC475774
Remote Similarity	0.6726	NPC469589
Remote Similarity	0.6724	NPC2497
Remote Similarity	0.6715	NPC283152
Remote Similarity	0.6712	NPC193777
Remote Similarity	0.6712	NPC470586
Remote Similarity	0.6711	NPC467439
Remote Similarity	0.6697	NPC475070
Remote Similarity	0.6696	NPC198503
Remote Similarity	0.6696	NPC288349
Remote Similarity	0.6696	NPC471304
Remote Similarity	0.6696	NPC113369
Remote Similarity	0.6695	NPC471614
Remote Similarity	0.6695	NPC180504
Remote Similarity	0.6694	NPC150447
Remote Similarity	0.6683	NPC476688
Remote Similarity	0.6683	NPC105758
Remote Similarity	0.6683	NPC476686
Remote Similarity	0.6681	NPC292958
Remote Similarity	0.668	NPC477796
Remote Similarity	0.668	NPC477806
Remote Similarity	0.668	NPC477795
Remote Similarity	0.668	NPC316756
Remote Similarity	0.668	NPC477805
Remote Similarity	0.6667	NPC472111
Remote Similarity	0.6667	NPC252251
Remote Similarity	0.6667	NPC278874
Remote Similarity	0.6653	NPC131486
Remote Similarity	0.6653	NPC473186
Remote Similarity	0.6652	NPC174758
Remote Similarity	0.6652	NPC202503
Remote Similarity	0.6651	NPC204385
Remote Similarity	0.665	NPC474409
Remote Similarity	0.6639	NPC171393
Remote Similarity	0.6639	NPC39092
Remote Similarity	0.6639	NPC295452
Remote Similarity	0.6638	NPC473041
Remote Similarity	0.6636	NPC469308
Remote Similarity	0.6636	NPC242209
Remote Similarity	0.6636	NPC251090
Remote Similarity	0.6624	NPC329631
Remote Similarity	0.6623	NPC60621
Remote Similarity	0.6618	NPC312872
Remote Similarity	0.6618	NPC317054
Remote Similarity	0.6612	NPC26543
Remote Similarity	0.661	NPC260434
Remote Similarity	0.661	NPC477531
Remote Similarity	0.6609	NPC21638
Remote Similarity	0.6607	NPC470931
Remote Similarity	0.6606	NPC295898
Remote Similarity	0.6604	NPC94943
Remote Similarity	0.6601	NPC118511
Remote Similarity	0.6597	NPC208898
Remote Similarity	0.6597	NPC39370
Remote Similarity	0.6596	NPC476997
Remote Similarity	0.6596	NPC315822
Remote Similarity	0.6596	NPC237978
Remote Similarity	0.6595	NPC280272
Remote Similarity	0.6591	NPC315957
Remote Similarity	0.6591	NPC249040
Remote Similarity	0.6589	NPC230805
Remote Similarity	0.6585	NPC1527
Remote Similarity	0.6585	NPC133609
Remote Similarity	0.6583	NPC101350
Remote Similarity	0.6569	NPC295228
Remote Similarity	0.6568	NPC476996
Remote Similarity	0.6568	NPC209174
Remote Similarity	0.6568	NPC476998
Remote Similarity	0.6567	NPC122436
Remote Similarity	0.6565	NPC96321
Remote Similarity	0.6564	NPC264176
Remote Similarity	0.6561	NPC31930
Remote Similarity	0.6557	NPC190007
Remote Similarity	0.6555	NPC473182

Drug Structure

NPD6202 OpenBabel08211709092D 30 33 0 0 0 0 0 0 0 0999 V2000 -1.6275 -5.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -5.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4617 -0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1984 2.9485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0550 -0.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8739 -1.7807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2038 2.8440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7861 2.1395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0605 0.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8794 -1.6762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7971 1.9305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 1.2260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7615 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 -0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7615 -5.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 28 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 19 2 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 14 20 1 0 0 0 0 15 21 2 0 0 0 0 16 22 2 0 0 0 0 17 18 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 25 1 0 0 0 0 22 29 1 0 0 0 0 23 24 2 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002403
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	383.20
ALogP	-0.3335
MLogP	3.77
XLogP	7.859
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	41.15
RO5 Violation	1