NPASS drugs

Drug Information

Drug ID:	NPD4874
Drug Name:	Mk0686
Molecular Formula:	C22H19ClF4N2O4
Canonical SMILES:	COC(=O)c1c(Cl)cccc1c1ccc(c(c1)F)[C@H](N=C(C1(CC1)N=C(C(F)(F)F)O)O)C
Standard InCHI:	InChI=1S/C22H19ClF4N2O4/c1-11(28-19(31)21(8-9-21)29-20(32)22(25,26)27)13-7-6-12(10-16(13)24)14-4-3-5-15(23)17(14)18(30)33-2/h3-7,10-11H,8-9H2,1-2H3,(H,28,31)(H,29,32)/t11-/m1/s1
Standard InCHIKey:	WZZIQHIQMWJNLU-LLVKDONJSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4874

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	137
0.1-0.2	980
0.2-0.3	3317
0.3-0.4	9351
0.4-0.5	12069
0.5-0.6	4908
0.6-0.7	128
0.7-0.8	0
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
Remote Similarity	0.6709	NPC4974
Remote Similarity	0.6627	NPC471316
Remote Similarity	0.6573	NPC476750
Remote Similarity	0.6564	NPC246913
Remote Similarity	0.6557	NPC227778
Remote Similarity	0.6522	NPC199738
Remote Similarity	0.6522	NPC210950
Remote Similarity	0.6484	NPC476749
Remote Similarity	0.6484	NPC151030
Remote Similarity	0.6484	NPC269383
Remote Similarity	0.6429	NPC471318
Remote Similarity	0.6417	NPC271958
Remote Similarity	0.6417	NPC45112
Remote Similarity	0.6417	NPC263507
Remote Similarity	0.6417	NPC134413
Remote Similarity	0.6415	NPC160493
Remote Similarity	0.6413	NPC49315
Remote Similarity	0.6402	NPC473247
Remote Similarity	0.6349	NPC86678
Remote Similarity	0.634	NPC66208
Remote Similarity	0.6337	NPC477999
Remote Similarity	0.6309	NPC324786
Remote Similarity	0.6296	NPC295664
Remote Similarity	0.6289	NPC190663
Remote Similarity	0.6275	NPC319579
Remote Similarity	0.6267	NPC105899
Remote Similarity	0.6265	NPC45191
Remote Similarity	0.6258	NPC153053
Remote Similarity	0.625	NPC318327
Remote Similarity	0.625	NPC470274
Remote Similarity	0.625	NPC85493
Remote Similarity	0.6242	NPC325651
Remote Similarity	0.6242	NPC291426
Remote Similarity	0.6234	NPC321852
Remote Similarity	0.6228	NPC244866
Remote Similarity	0.6228	NPC470392
Remote Similarity	0.6196	NPC47667
Remote Similarity	0.6188	NPC80150
Remote Similarity	0.6188	NPC476183
Remote Similarity	0.6186	NPC327699
Remote Similarity	0.6182	NPC296712
Remote Similarity	0.6176	NPC316906
Remote Similarity	0.6169	NPC260818
Remote Similarity	0.6164	NPC310467
Remote Similarity	0.6149	NPC476184
Remote Similarity	0.6149	NPC476281
Remote Similarity	0.6144	NPC10251
Remote Similarity	0.6144	NPC17417
Remote Similarity	0.6135	NPC285394
Remote Similarity	0.6135	NPC475691
Remote Similarity	0.6133	NPC255676
Remote Similarity	0.6129	NPC270699
Remote Similarity	0.6129	NPC79496
Remote Similarity	0.6129	NPC82899
Remote Similarity	0.6122	NPC306001
Remote Similarity	0.6122	NPC473300
Remote Similarity	0.6122	NPC471754
Remote Similarity	0.6122	NPC475336
Remote Similarity	0.6122	NPC206211
Remote Similarity	0.6122	NPC275170
Remote Similarity	0.6122	NPC471629
Remote Similarity	0.6122	NPC317882
Remote Similarity	0.6122	NPC453583
Remote Similarity	0.6122	NPC473400
Remote Similarity	0.6122	NPC324251
Remote Similarity	0.6121	NPC476353
Remote Similarity	0.6115	NPC221275
Remote Similarity	0.6111	NPC26285
Remote Similarity	0.6104	NPC93084
Remote Similarity	0.6104	NPC251854
Remote Similarity	0.6104	NPC196246
Remote Similarity	0.6104	NPC214067
Remote Similarity	0.6104	NPC216122
Remote Similarity	0.6101	NPC228318
Remote Similarity	0.6101	NPC169328
Remote Similarity	0.6093	NPC31786
Remote Similarity	0.6091	NPC33372
Remote Similarity	0.6091	NPC67246
Remote Similarity	0.609	NPC474584
Remote Similarity	0.609	NPC128368
Remote Similarity	0.6087	NPC189116
Remote Similarity	0.6078	NPC56493
Remote Similarity	0.6076	NPC197470
Remote Similarity	0.6074	NPC476278
Remote Similarity	0.6074	NPC475692
Remote Similarity	0.6074	NPC35996
Remote Similarity	0.6071	NPC48909
Remote Similarity	0.6071	NPC326966
Remote Similarity	0.6071	NPC30390
Remote Similarity	0.6069	NPC86087
Remote Similarity	0.6067	NPC470019
Remote Similarity	0.6065	NPC305912
Remote Similarity	0.6065	NPC1082
Remote Similarity	0.6053	NPC269457
Remote Similarity	0.6053	NPC211551
Remote Similarity	0.6051	NPC307651
Remote Similarity	0.6048	NPC478147
Remote Similarity	0.6045	NPC132771
Remote Similarity	0.6045	NPC290404
Remote Similarity	0.604	NPC12730
Remote Similarity	0.604	NPC203925
Remote Similarity	0.6037	NPC476260
Remote Similarity	0.6037	NPC471466
Remote Similarity	0.6037	NPC476241
Remote Similarity	0.6037	NPC85511
Remote Similarity	0.6031	NPC474498
Remote Similarity	0.6026	NPC471310
Remote Similarity	0.6025	NPC319950
Remote Similarity	0.6025	NPC204784
Remote Similarity	0.6022	NPC58661
Remote Similarity	0.602	NPC39528
Remote Similarity	0.6013	NPC210092
Remote Similarity	0.6013	NPC186933
Remote Similarity	0.6013	NPC119271
Remote Similarity	0.6013	NPC306740
Remote Similarity	0.6012	NPC142577
Remote Similarity	0.6	NPC273837
Remote Similarity	0.6	NPC476125
Remote Similarity	0.6	NPC45794
Remote Similarity	0.6	NPC191193
Remote Similarity	0.6	NPC76453
Remote Similarity	0.6	NPC215892
Remote Similarity	0.6	NPC321072
Remote Similarity	0.6	NPC174099
Remote Similarity	0.6	NPC242662
Remote Similarity	0.6	NPC476179
Remote Similarity	0.6	NPC205946
Remote Similarity	0.6	NPC42211
Remote Similarity	0.599	NPC471623
Remote Similarity	0.5989	NPC56635
Remote Similarity	0.5989	NPC212699
Remote Similarity	0.5989	NPC207675
Remote Similarity	0.5988	NPC478014
Remote Similarity	0.5988	NPC472413
Remote Similarity	0.5988	NPC478016
Remote Similarity	0.5988	NPC478015
Remote Similarity	0.5988	NPC281104
Remote Similarity	0.5987	NPC272524
Remote Similarity	0.598	NPC96730
Remote Similarity	0.5976	NPC471315
Remote Similarity	0.5976	NPC472703
Remote Similarity	0.5976	NPC471314
Remote Similarity	0.5973	NPC229242
Remote Similarity	0.597	NPC208553
Remote Similarity	0.597	NPC471606
Remote Similarity	0.597	NPC181964
Remote Similarity	0.5966	NPC182475
Remote Similarity	0.5964	NPC470765
Remote Similarity	0.5964	NPC275576
Remote Similarity	0.5962	NPC474157
Remote Similarity	0.5962	NPC313981
Remote Similarity	0.5962	NPC210089
Remote Similarity	0.596	NPC304873
Remote Similarity	0.596	NPC318154
Remote Similarity	0.5954	NPC319645
Remote Similarity	0.5954	NPC153007
Remote Similarity	0.5948	NPC209632
Remote Similarity	0.5941	NPC473558
Remote Similarity	0.5941	NPC473490
Remote Similarity	0.5941	NPC313663
Remote Similarity	0.5939	NPC472704
Remote Similarity	0.5939	NPC228739
Remote Similarity	0.5938	NPC158157
Remote Similarity	0.5935	NPC265407
Remote Similarity	0.5935	NPC469636
Remote Similarity	0.5935	NPC83628
Remote Similarity	0.5933	NPC118343
Remote Similarity	0.5933	NPC217621
Remote Similarity	0.5928	NPC470753
Remote Similarity	0.5928	NPC169913
Remote Similarity	0.5928	NPC473220
Remote Similarity	0.5924	NPC158282
Remote Similarity	0.5924	NPC329011
Remote Similarity	0.5924	NPC473367
Remote Similarity	0.5921	NPC60679
Remote Similarity	0.5921	NPC301943
Remote Similarity	0.5921	NPC164859
Remote Similarity	0.5921	NPC474365
Remote Similarity	0.5921	NPC471317
Remote Similarity	0.592	NPC239770
Remote Similarity	0.5915	NPC167323
Remote Similarity	0.5915	NPC474862
Remote Similarity	0.5915	NPC27581
Remote Similarity	0.5915	NPC269923
Remote Similarity	0.5912	NPC474685
Remote Similarity	0.5912	NPC228936
Remote Similarity	0.5909	NPC327481
Remote Similarity	0.5909	NPC473922
Remote Similarity	0.5906	NPC64897
Remote Similarity	0.5906	NPC266425
Remote Similarity	0.5906	NPC90693
Remote Similarity	0.5899	NPC17760
Remote Similarity	0.5899	NPC259678
Remote Similarity	0.5896	NPC77992
Remote Similarity	0.5894	NPC70624
Remote Similarity	0.5893	NPC51448
Remote Similarity	0.5893	NPC116057
Remote Similarity	0.5893	NPC115797
Remote Similarity	0.589	NPC988
Remote Similarity	0.589	NPC473243

Drug Structure

NPD4874 OpenBabel08211706322D 35 37 0 0 1 0 0 0 0 0999 V2000 4.3301 2.5000 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 -0.0000 -2.0000 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 -0.8660 -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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 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 4.3301 1.5000 0.0000 C 0 0 2 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 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 -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 -0.0000 -0.0000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 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 7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 4.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 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 6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 2.0000 0.0000 O 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 5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 33 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 21 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 1 1 1 0 0 0 11 13 1 0 0 0 0 11 28 1 0 0 0 0 12 14 1 0 0 0 0 13 16 2 0 0 0 0 14 17 2 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 18 30 2 0 0 0 0 18 33 1 0 0 0 0 19 21 1 0 0 0 0 19 28 2 3 0 0 0 19 31 1 0 0 0 0 20 22 1 0 0 0 0 20 29 2 3 0 0 0 20 32 1 0 0 0 0 21 29 1 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 31 34 1 0 0 0 0 32 35 1 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	486.10
ALogP	2.2852
MLogP	2.67
XLogP	5.679
HDA	6
HBD	2
Rotatable Bonds	17
TPSA	91.48
RO5 Violation	1