NPASS drugs

Drug Information

Drug ID:	NPD5516
Drug Name:	Vestipitant Mesylate
Molecular Formula:	C23H24F7N3O.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.Fc1ccc(c(c1)C)[C@H]1CNCCN1C(=O)N([C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)C
Standard InCHI:	InChI=1S/C23H24F7N3O.CH4O3S/c1-13-8-18(24)4-5-19(13)20-12-31-6-7-33(20)21(34)32(3)14(2)15-9-16(22(25,26)27)11-17(10-15)23(28,29)30;1-5(2,3)4/h4-5,8-11,14,20,31H,6-7,12H2,1-3H3;1H3,(H,2,3,4)/t14-,20-;/m1./s1
Standard InCHIKey:	BHECXGHXWKHZOY-DXPOFMJKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5516

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	299
0.1-0.2	2007
0.2-0.3	10241
0.3-0.4	13078
0.4-0.5	4124
0.5-0.6	1074
0.6-0.7	60
0.7-0.8	7
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	0.7928	NPC329430
Intermediate Similarity	0.7658	NPC470926
Intermediate Similarity	0.7373	NPC239854
Intermediate Similarity	0.7207	NPC258046
Intermediate Similarity	0.7069	NPC322040
Intermediate Similarity	0.7049	NPC473418
Intermediate Similarity	0.7027	NPC169016
Remote Similarity	0.697	NPC475915
Remote Similarity	0.6937	NPC119677
Remote Similarity	0.6937	NPC104070
Remote Similarity	0.6842	NPC314192
Remote Similarity	0.6824	NPC109787
Remote Similarity	0.6763	NPC126458
Remote Similarity	0.6726	NPC133162
Remote Similarity	0.6715	NPC252794
Remote Similarity	0.664	NPC474695
Remote Similarity	0.6639	NPC469330
Remote Similarity	0.6623	NPC222029
Remote Similarity	0.6583	NPC108339
Remote Similarity	0.6532	NPC291610
Remote Similarity	0.6529	NPC471319
Remote Similarity	0.6529	NPC471320
Remote Similarity	0.6493	NPC320656
Remote Similarity	0.6486	NPC12857
Remote Similarity	0.6474	NPC276085
Remote Similarity	0.6471	NPC71684
Remote Similarity	0.6439	NPC246904
Remote Similarity	0.641	NPC17497
Remote Similarity	0.641	NPC60408
Remote Similarity	0.641	NPC305602
Remote Similarity	0.6403	NPC79698
Remote Similarity	0.6396	NPC325662
Remote Similarity	0.6396	NPC98269
Remote Similarity	0.6343	NPC313673
Remote Similarity	0.6312	NPC145754
Remote Similarity	0.6306	NPC271642
Remote Similarity	0.6306	NPC139658
Remote Similarity	0.6299	NPC66936
Remote Similarity	0.6269	NPC473573
Remote Similarity	0.625	NPC167336
Remote Similarity	0.625	NPC473962
Remote Similarity	0.6216	NPC98976
Remote Similarity	0.6207	NPC474088
Remote Similarity	0.6202	NPC473498
Remote Similarity	0.619	NPC474582
Remote Similarity	0.6174	NPC231986
Remote Similarity	0.6154	NPC40488
Remote Similarity	0.6148	NPC473661
Remote Similarity	0.6131	NPC220698
Remote Similarity	0.6126	NPC122327
Remote Similarity	0.6126	NPC112609
Remote Similarity	0.6126	NPC113000
Remote Similarity	0.6121	NPC242269
Remote Similarity	0.6106	NPC290638
Remote Similarity	0.6103	NPC470544
Remote Similarity	0.6081	NPC471123
Remote Similarity	0.6078	NPC313850
Remote Similarity	0.6058	NPC470545
Remote Similarity	0.6054	NPC474473
Remote Similarity	0.6047	NPC275467
Remote Similarity	0.6043	NPC326232
Remote Similarity	0.6031	NPC434
Remote Similarity	0.6031	NPC79618
Remote Similarity	0.6029	NPC101139
Remote Similarity	0.6026	NPC473329
Remote Similarity	0.6014	NPC470546
Remote Similarity	0.6	NPC469560
Remote Similarity	0.5985	NPC302790
Remote Similarity	0.5973	NPC478140
Remote Similarity	0.5968	NPC7067
Remote Similarity	0.596	NPC219233
Remote Similarity	0.596	NPC130251
Remote Similarity	0.596	NPC170170
Remote Similarity	0.596	NPC211468
Remote Similarity	0.5954	NPC45033
Remote Similarity	0.5952	NPC472258
Remote Similarity	0.594	NPC292758
Remote Similarity	0.594	NPC65855
Remote Similarity	0.5935	NPC264589
Remote Similarity	0.5933	NPC132636
Remote Similarity	0.5931	NPC111428
Remote Similarity	0.5929	NPC276699
Remote Similarity	0.5929	NPC316582
Remote Similarity	0.5926	NPC68650
Remote Similarity	0.5921	NPC323123
Remote Similarity	0.5909	NPC55529
Remote Similarity	0.5899	NPC228515
Remote Similarity	0.5899	NPC264580
Remote Similarity	0.5891	NPC329375
Remote Similarity	0.589	NPC473417
Remote Similarity	0.5878	NPC143516
Remote Similarity	0.5872	NPC256288
Remote Similarity	0.5856	NPC219246
Remote Similarity	0.5856	NPC229235
Remote Similarity	0.5854	NPC191444
Remote Similarity	0.5849	NPC117032
Remote Similarity	0.584	NPC471309
Remote Similarity	0.5839	NPC313352
Remote Similarity	0.5839	NPC316104
Remote Similarity	0.5839	NPC162417
Remote Similarity	0.5838	NPC2933
Remote Similarity	0.5833	NPC474804
Remote Similarity	0.5833	NPC130898
Remote Similarity	0.5833	NPC474973
Remote Similarity	0.5833	NPC470440
Remote Similarity	0.5827	NPC192209
Remote Similarity	0.5827	NPC313449
Remote Similarity	0.5821	NPC24777
Remote Similarity	0.5816	NPC27833
Remote Similarity	0.5811	NPC257390
Remote Similarity	0.5811	NPC8761
Remote Similarity	0.5811	NPC44805
Remote Similarity	0.5806	NPC314114
Remote Similarity	0.5805	NPC259626
Remote Similarity	0.5794	NPC256452
Remote Similarity	0.5793	NPC119326
Remote Similarity	0.5779	NPC470925
Remote Similarity	0.5776	NPC476219
Remote Similarity	0.5775	NPC316896
Remote Similarity	0.5775	NPC273830
Remote Similarity	0.5772	NPC176858
Remote Similarity	0.5772	NPC149379
Remote Similarity	0.5771	NPC473615
Remote Similarity	0.5764	NPC222466
Remote Similarity	0.5764	NPC22746
Remote Similarity	0.5764	NPC217277
Remote Similarity	0.5762	NPC267508
Remote Similarity	0.576	NPC108800
Remote Similarity	0.5753	NPC478079
Remote Similarity	0.5746	NPC77294
Remote Similarity	0.5746	NPC473676
Remote Similarity	0.5743	NPC157311
Remote Similarity	0.5739	NPC229484
Remote Similarity	0.5738	NPC473031
Remote Similarity	0.5725	NPC33742
Remote Similarity	0.5724	NPC101719
Remote Similarity	0.5714	NPC474974
Remote Similarity	0.5714	NPC301760
Remote Similarity	0.5714	NPC66177
Remote Similarity	0.5714	NPC22082
Remote Similarity	0.5714	NPC8305
Remote Similarity	0.5714	NPC186284
Remote Similarity	0.5714	NPC473322
Remote Similarity	0.5714	NPC268763
Remote Similarity	0.5706	NPC292675
Remote Similarity	0.5705	NPC53044
Remote Similarity	0.5704	NPC302169
Remote Similarity	0.5703	NPC311242
Remote Similarity	0.5687	NPC206592
Remote Similarity	0.5687	NPC207824
Remote Similarity	0.5687	NPC33421
Remote Similarity	0.5687	NPC60538
Remote Similarity	0.5682	NPC469974
Remote Similarity	0.5679	NPC476297
Remote Similarity	0.5671	NPC203784
Remote Similarity	0.5671	NPC170503
Remote Similarity	0.5671	NPC29647
Remote Similarity	0.5671	NPC126519
Remote Similarity	0.5662	NPC319579
Remote Similarity	0.5658	NPC325599
Remote Similarity	0.5656	NPC203076
Remote Similarity	0.5655	NPC192533
Remote Similarity	0.5652	NPC296163
Remote Similarity	0.5652	NPC276949
Remote Similarity	0.5652	NPC35850
Remote Similarity	0.5652	NPC187036
Remote Similarity	0.5647	NPC285622
Remote Similarity	0.5645	NPC470877
Remote Similarity	0.5643	NPC239357
Remote Similarity	0.5643	NPC285926
Remote Similarity	0.5643	NPC14672
Remote Similarity	0.5643	NPC315276
Remote Similarity	0.5641	NPC469537
Remote Similarity	0.5639	NPC476198
Remote Similarity	0.5639	NPC67043
Remote Similarity	0.5638	NPC255447
Remote Similarity	0.5638	NPC126859
Remote Similarity	0.5638	NPC89769
Remote Similarity	0.5638	NPC259665
Remote Similarity	0.5636	NPC79328
Remote Similarity	0.5634	NPC226143
Remote Similarity	0.5633	NPC204141
Remote Similarity	0.5629	NPC141050
Remote Similarity	0.5625	NPC318086
Remote Similarity	0.5625	NPC213570
Remote Similarity	0.5625	NPC307396
Remote Similarity	0.5625	NPC139416
Remote Similarity	0.5625	NPC246822
Remote Similarity	0.5625	NPC268534
Remote Similarity	0.5621	NPC325252
Remote Similarity	0.562	NPC475013
Remote Similarity	0.5617	NPC76213
Remote Similarity	0.5617	NPC277669
Remote Similarity	0.5614	NPC54269
Remote Similarity	0.5613	NPC88097
Remote Similarity	0.5613	NPC314682
Remote Similarity	0.561	NPC187022
Remote Similarity	0.561	NPC80129
Remote Similarity	0.5605	NPC311330
Remote Similarity	0.5602	NPC7393

Drug Structure

NPD5516 OpenBabel08211708292D 41 42 0 0 1 0 0 0 0 0999 V2000 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -2.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 -4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7942 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7942 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -0.6340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 3 32 1 0 0 0 0 4 5 1 0 0 0 0 4 18 2 0 0 0 0 5 19 2 0 0 0 0 6 7 1 0 0 0 0 6 31 1 0 0 0 0 7 33 1 0 0 0 0 8 13 2 0 0 0 0 8 18 1 0 0 0 0 9 15 2 0 0 0 0 9 16 1 0 0 0 0 10 15 1 0 0 0 0 10 17 2 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 20 1 0 0 0 0 12 31 1 0 0 0 0 13 19 1 0 0 0 0 14 2 1 6 0 0 0 14 15 1 0 0 0 0 14 32 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 20 19 1 1 0 0 0 20 33 1 0 0 0 0 21 32 1 0 0 0 0 21 33 1 0 0 0 0 21 34 2 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 31 40 1 0 0 0 0 35 39 1 0 0 0 0 36 39 1 0 0 0 0 36 41 1 0 0 0 0 37 39 2 0 0 0 0 38 39 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	491.18
ALogP	2.3574
MLogP	2.78
XLogP	6.595
HDA	4
HBD	1
Rotatable Bonds	17
TPSA	35.58
RO5 Violation	1