NPASS drugs

Drug Information

Drug ID:	NPD4457
Drug Name:	Vofopitant
Molecular Formula:	C21H23F3N6O
Canonical SMILES:	COc1ccc(cc1CN[C@H]1CCCN[C@H]1c1ccccc1)n1nnnc1C(F)(F)F
Standard InCHI:	InChI=1S/C21H23F3N6O/c1-31-18-10-9-16(30-20(21(22,23)24)27-28-29-30)12-15(18)13-26-17-8-5-11-25-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,25-26H,5,8,11,13H2,1H3/t17-,19-/m0/s1
Standard InCHIKey:	XILNRORTJVDYRH-HKUYNNGSSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4457

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	549
0.1-0.2	4208
0.2-0.3	8628
0.3-0.4	10184
0.4-0.5	4552
0.5-0.6	2223
0.6-0.7	523
0.7-0.8	23
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	0.7411	NPC187145
Intermediate Similarity	0.7349	NPC476465
Intermediate Similarity	0.7216	NPC26850
Intermediate Similarity	0.7183	NPC329793
Intermediate Similarity	0.7183	NPC315957
Intermediate Similarity	0.7182	NPC478074
Intermediate Similarity	0.7163	NPC471593
Intermediate Similarity	0.7136	NPC471603
Intermediate Similarity	0.7122	NPC176127
Intermediate Similarity	0.7103	NPC329747
Intermediate Similarity	0.7103	NPC176538
Intermediate Similarity	0.7091	NPC208284
Intermediate Similarity	0.7087	NPC160666
Intermediate Similarity	0.7083	NPC223427
Intermediate Similarity	0.7081	NPC76748
Intermediate Similarity	0.7074	NPC315822
Intermediate Similarity	0.7062	NPC26872
Intermediate Similarity	0.7048	NPC130570
Intermediate Similarity	0.7048	NPC92111
Intermediate Similarity	0.7033	NPC296527
Intermediate Similarity	0.7031	NPC157931
Intermediate Similarity	0.7023	NPC19872
Intermediate Similarity	0.702	NPC177404
Remote Similarity	0.699	NPC144114
Remote Similarity	0.699	NPC477891
Remote Similarity	0.6981	NPC307963
Remote Similarity	0.6972	NPC285558
Remote Similarity	0.6968	NPC471304
Remote Similarity	0.6964	NPC148183
Remote Similarity	0.6964	NPC152768
Remote Similarity	0.6948	NPC131017
Remote Similarity	0.6946	NPC208060
Remote Similarity	0.6941	NPC472111
Remote Similarity	0.6937	NPC242923
Remote Similarity	0.693	NPC280272
Remote Similarity	0.6927	NPC162484
Remote Similarity	0.6923	NPC84478
Remote Similarity	0.6916	NPC472099
Remote Similarity	0.6916	NPC13880
Remote Similarity	0.6912	NPC232727
Remote Similarity	0.6909	NPC193777
Remote Similarity	0.6892	NPC167860
Remote Similarity	0.6892	NPC123976
Remote Similarity	0.6875	NPC471080
Remote Similarity	0.6875	NPC469592
Remote Similarity	0.6869	NPC280638
Remote Similarity	0.6866	NPC121772
Remote Similarity	0.6853	NPC471762
Remote Similarity	0.6852	NPC72211
Remote Similarity	0.6847	NPC201697
Remote Similarity	0.6844	NPC470549
Remote Similarity	0.6837	NPC70259
Remote Similarity	0.6831	NPC56271
Remote Similarity	0.6829	NPC312872
Remote Similarity	0.6828	NPC96321
Remote Similarity	0.6814	NPC476686
Remote Similarity	0.6814	NPC105758
Remote Similarity	0.6814	NPC170114
Remote Similarity	0.6814	NPC476688
Remote Similarity	0.681	NPC257851
Remote Similarity	0.6806	NPC267928
Remote Similarity	0.6806	NPC243834
Remote Similarity	0.6806	NPC70956
Remote Similarity	0.6802	NPC475910
Remote Similarity	0.6798	NPC278874
Remote Similarity	0.6791	NPC205934
Remote Similarity	0.6791	NPC43787
Remote Similarity	0.6789	NPC249040
Remote Similarity	0.6781	NPC66777
Remote Similarity	0.6777	NPC204385
Remote Similarity	0.6765	NPC30540
Remote Similarity	0.6759	NPC251090
Remote Similarity	0.6756	NPC48353
Remote Similarity	0.6756	NPC472098
Remote Similarity	0.6754	NPC469594
Remote Similarity	0.6752	NPC115595
Remote Similarity	0.675	NPC478081
Remote Similarity	0.675	NPC473540
Remote Similarity	0.6743	NPC18487
Remote Similarity	0.674	NPC62995
Remote Similarity	0.6739	NPC310118
Remote Similarity	0.6737	NPC180504
Remote Similarity	0.6726	NPC266931
Remote Similarity	0.6725	NPC213530
Remote Similarity	0.6725	NPC308906
Remote Similarity	0.6725	NPC193267
Remote Similarity	0.6724	NPC471615
Remote Similarity	0.6721	NPC472031
Remote Similarity	0.6721	NPC472067
Remote Similarity	0.6721	NPC472066
Remote Similarity	0.6716	NPC285635
Remote Similarity	0.6711	NPC305984
Remote Similarity	0.6709	NPC314954
Remote Similarity	0.6708	NPC477066
Remote Similarity	0.6697	NPC476138
Remote Similarity	0.6697	NPC245816
Remote Similarity	0.6696	NPC476116
Remote Similarity	0.6696	NPC469589
Remote Similarity	0.6696	NPC174672
Remote Similarity	0.6696	NPC86078
Remote Similarity	0.6695	NPC227908
Remote Similarity	0.6695	NPC2497
Remote Similarity	0.6682	NPC194967
Remote Similarity	0.6682	NPC476044
Remote Similarity	0.6682	NPC267423
Remote Similarity	0.668	NPC478082
Remote Similarity	0.668	NPC477067
Remote Similarity	0.6667	NPC206201
Remote Similarity	0.6667	NPC475070
Remote Similarity	0.6653	NPC316756
Remote Similarity	0.6652	NPC291535
Remote Similarity	0.6652	NPC475112
Remote Similarity	0.6652	NPC475085
Remote Similarity	0.6652	NPC82548
Remote Similarity	0.6636	NPC128751
Remote Similarity	0.6636	NPC242928
Remote Similarity	0.6636	NPC246700
Remote Similarity	0.6623	NPC323969
Remote Similarity	0.662	NPC324149
Remote Similarity	0.6619	NPC222592
Remote Similarity	0.6619	NPC168486
Remote Similarity	0.6612	NPC171393
Remote Similarity	0.6612	NPC295452
Remote Similarity	0.6612	NPC39092
Remote Similarity	0.6609	NPC473041
Remote Similarity	0.6608	NPC473180
Remote Similarity	0.6608	NPC26679
Remote Similarity	0.6608	NPC94157
Remote Similarity	0.6607	NPC243850
Remote Similarity	0.6606	NPC242209
Remote Similarity	0.6605	NPC106833
Remote Similarity	0.6605	NPC469497
Remote Similarity	0.6596	NPC470126
Remote Similarity	0.6596	NPC110151
Remote Similarity	0.6593	NPC11464
Remote Similarity	0.6592	NPC16452
Remote Similarity	0.6592	NPC476581
Remote Similarity	0.6592	NPC36229
Remote Similarity	0.659	NPC84853
Remote Similarity	0.658	NPC250178
Remote Similarity	0.6578	NPC287208
Remote Similarity	0.6577	NPC199277
Remote Similarity	0.6577	NPC135887
Remote Similarity	0.6571	NPC17437
Remote Similarity	0.6569	NPC118511
Remote Similarity	0.6568	NPC253580
Remote Similarity	0.6562	NPC476106
Remote Similarity	0.6555	NPC469554
Remote Similarity	0.6555	NPC101543
Remote Similarity	0.6549	NPC185782
Remote Similarity	0.6549	NPC473181
Remote Similarity	0.6544	NPC195268
Remote Similarity	0.6544	NPC133140
Remote Similarity	0.6544	NPC99666
Remote Similarity	0.6542	NPC295228
Remote Similarity	0.6538	NPC474409
Remote Similarity	0.6535	NPC53069
Remote Similarity	0.6535	NPC264176
Remote Similarity	0.6535	NPC296482
Remote Similarity	0.6535	NPC202768
Remote Similarity	0.653	NPC472193
Remote Similarity	0.6524	NPC280799
Remote Similarity	0.6524	NPC283152
Remote Similarity	0.6522	NPC183407
Remote Similarity	0.6522	NPC476518
Remote Similarity	0.6522	NPC164664
Remote Similarity	0.652	NPC224632
Remote Similarity	0.652	NPC113369
Remote Similarity	0.652	NPC5145
Remote Similarity	0.652	NPC199667
Remote Similarity	0.6518	NPC264166
Remote Similarity	0.6518	NPC165349
Remote Similarity	0.6518	NPC118832
Remote Similarity	0.6518	NPC329708
Remote Similarity	0.6518	NPC47059
Remote Similarity	0.6518	NPC274291
Remote Similarity	0.6512	NPC254762
Remote Similarity	0.6512	NPC66083
Remote Similarity	0.6511	NPC21638
Remote Similarity	0.6509	NPC474798
Remote Similarity	0.6504	NPC472068
Remote Similarity	0.6502	NPC295898
Remote Similarity	0.65	NPC153042
Remote Similarity	0.6498	NPC252251
Remote Similarity	0.6498	NPC311906
Remote Similarity	0.649	NPC14651
Remote Similarity	0.649	NPC121658
Remote Similarity	0.649	NPC258773
Remote Similarity	0.6489	NPC474145
Remote Similarity	0.6489	NPC475841
Remote Similarity	0.6486	NPC11017
Remote Similarity	0.6485	NPC475720
Remote Similarity	0.6485	NPC474192
Remote Similarity	0.6481	NPC472289
Remote Similarity	0.6481	NPC477533
Remote Similarity	0.6481	NPC230805
Remote Similarity	0.648	NPC303374
Remote Similarity	0.6476	NPC174758
Remote Similarity	0.6466	NPC303658
Remote Similarity	0.6465	NPC171171

Drug Structure

NPD4457 OpenBabel08211705262D 33 36 0 0 1 0 0 0 0 0999 V2000 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 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 -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 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 -2.5981 -0.5000 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 -5.1962 0.0000 0.0000 C 0 0 1 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 -6.0622 -0.5000 0.0000 C 0 0 1 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 -0.6386 1.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6168 1.8716 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.3077 0.9205 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.4307 2.6418 0.0000 F 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 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 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 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 5 11 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 16 2 0 0 0 0 10 18 2 0 0 0 0 11 25 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 15 18 1 0 0 0 0 16 30 1 0 0 0 0 17 19 1 0 0 0 0 17 26 1 6 0 0 0 18 31 1 0 0 0 0 19 14 1 6 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 27 2 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 27 28 1 0 0 0 0 28 29 2 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015475
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918331
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.19
ALogP	-0.4349
MLogP	2.67
XLogP	5.557
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	76.37
RO5 Violation	1