NPASS drugs

Drug Information

Drug ID:	NPD5515
Drug Name:	Mk-0249
Molecular Formula:	C23H24F3N3O2
Canonical SMILES:	Cc1nc2cccc(c2c(=O)n1c1ccc(cc1)OCCCN1CCCC1)C(F)(F)F
Standard InCHI:	InChI=1S/C23H24F3N3O2/c1-16-27-20-7-4-6-19(23(24,25)26)21(20)22(30)29(16)17-8-10-18(11-9-17)31-15-5-14-28-12-2-3-13-28/h4,6-11H,2-3,5,12-15H2,1H3
Standard InCHIKey:	DDDZBLNULGDPGA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5515

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	294
0.1-0.2	1934
0.2-0.3	8884
0.3-0.4	3291
0.4-0.5	11239
0.5-0.6	4694
0.6-0.7	523
0.7-0.8	30
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8503	NPC198401
Intermediate Similarity	0.7735	NPC93653
Intermediate Similarity	0.7512	NPC313327
Intermediate Similarity	0.7442	NPC157931
Intermediate Similarity	0.7419	NPC299582
Intermediate Similarity	0.7415	NPC16249
Intermediate Similarity	0.7296	NPC150308
Intermediate Similarity	0.7281	NPC257851
Intermediate Similarity	0.7248	NPC66777
Intermediate Similarity	0.7248	NPC471762
Intermediate Similarity	0.724	NPC475607
Intermediate Similarity	0.7236	NPC92803
Intermediate Similarity	0.7222	NPC18890
Intermediate Similarity	0.7216	NPC5167
Intermediate Similarity	0.7216	NPC85613
Intermediate Similarity	0.7202	NPC474081
Intermediate Similarity	0.7188	NPC475594
Intermediate Similarity	0.7143	NPC471130
Intermediate Similarity	0.7128	NPC88970
Intermediate Similarity	0.7092	NPC270301
Intermediate Similarity	0.7085	NPC473815
Intermediate Similarity	0.7083	NPC471648
Intermediate Similarity	0.7077	NPC474041
Intermediate Similarity	0.7077	NPC475761
Intermediate Similarity	0.7067	NPC268077
Intermediate Similarity	0.7056	NPC314659
Intermediate Similarity	0.7045	NPC300299
Intermediate Similarity	0.7039	NPC138830
Intermediate Similarity	0.7019	NPC41216
Intermediate Similarity	0.7015	NPC45389
Intermediate Similarity	0.7005	NPC197335
Remote Similarity	0.6983	NPC207554
Remote Similarity	0.6954	NPC475685
Remote Similarity	0.6944	NPC471197
Remote Similarity	0.6944	NPC15384
Remote Similarity	0.6944	NPC244425
Remote Similarity	0.6942	NPC71124
Remote Similarity	0.6938	NPC207971
Remote Similarity	0.6919	NPC478075
Remote Similarity	0.6919	NPC144691
Remote Similarity	0.6912	NPC471198
Remote Similarity	0.6897	NPC1820
Remote Similarity	0.6869	NPC283810
Remote Similarity	0.6868	NPC308197
Remote Similarity	0.6863	NPC473004
Remote Similarity	0.686	NPC100863
Remote Similarity	0.6847	NPC471196
Remote Similarity	0.6847	NPC471195
Remote Similarity	0.6847	NPC473569
Remote Similarity	0.6845	NPC472540
Remote Similarity	0.6845	NPC470787
Remote Similarity	0.6845	NPC472539
Remote Similarity	0.6839	NPC471652
Remote Similarity	0.6834	NPC472163
Remote Similarity	0.6833	NPC83214
Remote Similarity	0.6832	NPC21425
Remote Similarity	0.6829	NPC254957
Remote Similarity	0.6827	NPC5374
Remote Similarity	0.6825	NPC315257
Remote Similarity	0.6822	NPC303374
Remote Similarity	0.6814	NPC22476
Remote Similarity	0.6812	NPC472541
Remote Similarity	0.6812	NPC472542
Remote Similarity	0.6808	NPC285192
Remote Similarity	0.6798	NPC266425
Remote Similarity	0.6794	NPC67904
Remote Similarity	0.678	NPC207428
Remote Similarity	0.6779	NPC234933
Remote Similarity	0.6777	NPC295548
Remote Similarity	0.6776	NPC475133
Remote Similarity	0.6761	NPC198160
Remote Similarity	0.6758	NPC248601
Remote Similarity	0.6757	NPC324445
Remote Similarity	0.6754	NPC301163
Remote Similarity	0.675	NPC288305
Remote Similarity	0.6744	NPC25961
Remote Similarity	0.6742	NPC280799
Remote Similarity	0.6735	NPC85482
Remote Similarity	0.6733	NPC473007
Remote Similarity	0.6733	NPC49184
Remote Similarity	0.6729	NPC207873
Remote Similarity	0.6729	NPC100573
Remote Similarity	0.6715	NPC230313
Remote Similarity	0.6714	NPC477161
Remote Similarity	0.6714	NPC225400
Remote Similarity	0.67	NPC87391
Remote Similarity	0.6699	NPC112937
Remote Similarity	0.6697	NPC323969
Remote Similarity	0.6684	NPC242000
Remote Similarity	0.6682	NPC10732
Remote Similarity	0.6682	NPC472538
Remote Similarity	0.6682	NPC471155
Remote Similarity	0.6682	NPC470786
Remote Similarity	0.6667	NPC475147
Remote Similarity	0.6667	NPC28368
Remote Similarity	0.6667	NPC471825
Remote Similarity	0.6651	NPC295898
Remote Similarity	0.6651	NPC270241
Remote Similarity	0.6637	NPC220851
Remote Similarity	0.6635	NPC127178
Remote Similarity	0.6635	NPC243626
Remote Similarity	0.6632	NPC295021
Remote Similarity	0.6632	NPC471132
Remote Similarity	0.6629	NPC231382
Remote Similarity	0.6618	NPC116007
Remote Similarity	0.6615	NPC70172
Remote Similarity	0.6606	NPC159815
Remote Similarity	0.6606	NPC116178
Remote Similarity	0.6605	NPC243850
Remote Similarity	0.6602	NPC5630
Remote Similarity	0.6602	NPC473008
Remote Similarity	0.6602	NPC474059
Remote Similarity	0.6594	NPC329631
Remote Similarity	0.6593	NPC478078
Remote Similarity	0.6591	NPC250476
Remote Similarity	0.659	NPC471304
Remote Similarity	0.6589	NPC14339
Remote Similarity	0.6578	NPC9373
Remote Similarity	0.6575	NPC321166
Remote Similarity	0.6575	NPC217903
Remote Similarity	0.6573	NPC15987
Remote Similarity	0.6548	NPC471651
Remote Similarity	0.6546	NPC27904
Remote Similarity	0.6542	NPC473460
Remote Similarity	0.6533	NPC73280
Remote Similarity	0.6533	NPC307640
Remote Similarity	0.6532	NPC96321
Remote Similarity	0.653	NPC264176
Remote Similarity	0.653	NPC472098
Remote Similarity	0.6528	NPC308943
Remote Similarity	0.6522	NPC174629
Remote Similarity	0.6514	NPC14390
Remote Similarity	0.6513	NPC230942
Remote Similarity	0.6513	NPC199737
Remote Similarity	0.6513	NPC315498
Remote Similarity	0.6513	NPC257763
Remote Similarity	0.6512	NPC87714
Remote Similarity	0.6512	NPC163829
Remote Similarity	0.6509	NPC241263
Remote Similarity	0.6504	NPC471615
Remote Similarity	0.65	NPC470548
Remote Similarity	0.65	NPC473006
Remote Similarity	0.6498	NPC90185
Remote Similarity	0.6495	NPC52801
Remote Similarity	0.6495	NPC154478
Remote Similarity	0.6493	NPC470021
Remote Similarity	0.6486	NPC126556
Remote Similarity	0.6486	NPC2823
Remote Similarity	0.6477	NPC471649
Remote Similarity	0.6477	NPC84317
Remote Similarity	0.6473	NPC472099
Remote Similarity	0.6471	NPC55470
Remote Similarity	0.6471	NPC16066
Remote Similarity	0.6462	NPC193906
Remote Similarity	0.6462	NPC23080
Remote Similarity	0.6459	NPC204970
Remote Similarity	0.6459	NPC114039
Remote Similarity	0.6459	NPC206109
Remote Similarity	0.6456	NPC262725
Remote Similarity	0.6456	NPC83511
Remote Similarity	0.6455	NPC127996
Remote Similarity	0.6455	NPC119722
Remote Similarity	0.6438	NPC6786
Remote Similarity	0.6438	NPC269367
Remote Similarity	0.6432	NPC204156
Remote Similarity	0.6432	NPC115588
Remote Similarity	0.6429	NPC288110
Remote Similarity	0.6425	NPC74562
Remote Similarity	0.6425	NPC316181
Remote Similarity	0.6425	NPC151781
Remote Similarity	0.6422	NPC82548
Remote Similarity	0.6422	NPC329567
Remote Similarity	0.6422	NPC330683
Remote Similarity	0.6419	NPC473005
Remote Similarity	0.6419	NPC311906
Remote Similarity	0.6419	NPC194740
Remote Similarity	0.6416	NPC251071
Remote Similarity	0.6416	NPC148124
Remote Similarity	0.6414	NPC314861
Remote Similarity	0.6411	NPC203628
Remote Similarity	0.641	NPC133817
Remote Similarity	0.641	NPC476443
Remote Similarity	0.6408	NPC322621
Remote Similarity	0.6407	NPC196718
Remote Similarity	0.6406	NPC45190
Remote Similarity	0.64	NPC318525
Remote Similarity	0.64	NPC10653
Remote Similarity	0.64	NPC128115
Remote Similarity	0.6398	NPC471574
Remote Similarity	0.6396	NPC204867
Remote Similarity	0.6396	NPC50562
Remote Similarity	0.6393	NPC471561
Remote Similarity	0.6384	NPC77777
Remote Similarity	0.6381	NPC79213
Remote Similarity	0.6378	NPC471316
Remote Similarity	0.6373	NPC70092
Remote Similarity	0.6372	NPC329830
Remote Similarity	0.6372	NPC99724
Remote Similarity	0.6372	NPC198503
Remote Similarity	0.6368	NPC67658

Drug Structure

NPD5515 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 -2.5981 -1.5000 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 1.7321 0.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2731 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6551 -1.5878 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 4.3301 1.5000 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 0.8660 0.5000 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 -2.5981 0.5000 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 -1.7321 -0.0000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 2.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 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 1 16 1 0 0 0 0 2 3 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 14 1 0 0 0 0 5 15 1 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 10 1 0 0 0 0 8 17 2 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 28 1 0 0 0 0 15 31 1 0 0 0 0 16 27 2 0 0 0 0 16 29 1 0 0 0 0 17 29 1 0 0 0 0 18 31 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 27 1 0 0 0 0 21 22 1 0 0 0 0 22 29 1 0 0 0 0 22 30 2 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018030
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11697697
ChEBI
CAS Number

Drug Properties

Molecular Weight	431.18
ALogP	-0.4506
MLogP	3.11
XLogP	5.467
HDA	4
HBD	0
Rotatable Bonds	11
TPSA	45.14
RO5 Violation	1