CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05234 (5373)

Formula C₁₇H₁₆F₆N₂O₂

MW 394.32

InChIKey HWLLYFXDDGGHOE-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 45

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 4

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.53

logP 3.8924

PSA 56.33

MR 89.9865

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -357.42364

PM7_Total_Energy_ev -6062.26111

PM7_Electronic_Energy_ev -42745.12801

PM7_Dipole_Debye 7.66188

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.339

PM7_LUMO_Energy_ev -1.398

PM7_COSMO_Area_square_ang 335.3

PM7_COSMO_Volue_cubic_ang 411.7

PM7_Electron_Affinity_ev 1.398

PM7_Ionization_Energy_ev 8.339

PM7_Energy_Gap_ev 6.941

PM7_Global_Hardness_ev 3.4705

PM7_Global_Softness_ev 0.28814291888776833

PM7_Chemical_Potential_ev -4.8685

PM7_Electronigativity_ev 4.8685

PM7_Back_Donation_Energy_ev -0.867625

PM7_Electrophilicity_ev 3.414823836622965

OPENEYE_Name 6-[(2~{R},5~{R})-2-methyl-5-[(1~{R})-2,2,2-trifluoro-1-hydroxy-ethyl]pyrrolidin-1-yl]-4-(trifluoromethyl)-1~{H}-quinolin-2-one

SMILES c1cc2c(cc1N3C(CCC3C(C(F)(F)F)O)C)c(cc(=O)[nH]2)C(F)(F)F

Canonical_SMILES O=c1[nH]c2ccc(cc2c(c1)C(F)(F)F)N1[C@H](C)CC[C@@H]1[C@H](C(F)(F)F)O

InChI 1/C17H16F6N2O2/c1-8-2-5-13(15(27)17(21,22)23)25(8)9-3-4-12-10(6-9)11(16(18,19)20)7-14(26)24-12/h3-4,6-8,13,15,27H,2,5H2,1H3,(H,24,26)/f/h24H

InChI_3D 1S/C17H16F6N2O2/c1-8-2-5-13(15(27)17(21,22)23)25(8)9-3-4-12-10(6-9)11(16(18,19)20)7-14(26)24-12/h3-4,6-8,13,15,27H,2,5H2,1H3,(H,24,26)/t8-,13-,15-/m1/s1

AuxInfo 1/1/N:14,10,1,2,11,3,7,12,5,4,8,6,13,9,15,16,17,22,23,24,25,26,27,18,19,20,21/E:(18,19,20)(21,22,23)/F:m/E:m/rA:43cCCCCCCCCCCCCCCCCCNNOOFFFFFFHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;;s4d7;s7;;s10;s10;s11;s12;s13;s8;s15;s6s9;s5s12s13;d9;s15;s16;s16;s16;s17;s17;s17;s1;s2;s3;s7;s10;s10;s11;s11;s12;s13;s14;s14;s14;s15;s18;s21;/rC:0,1.0089,0;.8707,1.5185,0;.8707,-.4993,0;1.7371,0,0;;1.7414,1.0089,0;3.4805,-.0073,0;2.6039,-.5053,0;3.4848,1.0014,0;-2.5962,-2.0855,0;-3.0995,-1.2197,0;-1.6193,-1.8721,0;-2.4334,-.4717,0;-1.4301,-3.6118,0;-1.5645,1.0474,0;2.5941,-2.2553,0;-2.4326,1.5438,0;2.6125,1.5125,0;-1.5143,-.8772,0;4.3535,1.4968,0;-1.0681,1.9154,0;3.5941,-2.2608,0;1.5942,-2.2497,0;2.5886,-3.2553,0;-2.9291,.6758,0;-1.9361,2.4119,0;-3.3006,2.0403,0;-.4338,1.2576,0;.8707,2.0185,0;.8712,-.9993,0;3.9121,-.2597,0;-3.0522,-2.2906,0;-2.4394,-2.5603,0;-3.4358,-.8496,0;-3.5029,-1.5151,0;-1.1193,-1.8713,0;-2.8393,-.1798,0;-.933,-3.5578,0;-1.9272,-3.6659,0;-1.376,-4.1089,0;-1.1305,.7991,0;2.614,2.0125,0;-1.3198,2.3474,0;

Duplicates DB05234

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05234.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05234.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05234.sdf

Formula	C₁₇H₁₆F₆N₂O₂
MW	394.32
InChIKey	HWLLYFXDDGGHOE-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	45
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	4
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.53
logP	3.8924
PSA	56.33
MR	89.9865
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-357.42364
PM7_Total_Energy_ev	-6062.26111
PM7_Electronic_Energy_ev	-42745.12801
PM7_Dipole_Debye	7.66188
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.339
PM7_LUMO_Energy_ev	-1.398
PM7_COSMO_Area_square_ang	335.3
PM7_COSMO_Volue_cubic_ang	411.7
PM7_Electron_Affinity_ev	1.398
PM7_Ionization_Energy_ev	8.339
PM7_Energy_Gap_ev	6.941
PM7_Global_Hardness_ev	3.4705
PM7_Global_Softness_ev	0.28814291888776833
PM7_Chemical_Potential_ev	-4.8685
PM7_Electronigativity_ev	4.8685
PM7_Back_Donation_Energy_ev	-0.867625
PM7_Electrophilicity_ev	3.414823836622965
OPENEYE_Name	6-[(2~{R},5~{R})-2-methyl-5-[(1~{R})-2,2,2-trifluoro-1-hydroxy-ethyl]pyrrolidin-1-yl]-4-(trifluoromethyl)-1~{H}-quinolin-2-one
SMILES	c1cc2c(cc1N3C(CCC3C(C(F)(F)F)O)C)c(cc(=O)[nH]2)C(F)(F)F
Canonical_SMILES	O=c1[nH]c2ccc(cc2c(c1)C(F)(F)F)N1[C@H](C)CC[C@@H]1[C@H](C(F)(F)F)O
InChI	1/C17H16F6N2O2/c1-8-2-5-13(15(27)17(21,22)23)25(8)9-3-4-12-10(6-9)11(16(18,19)20)7-14(26)24-12/h3-4,6-8,13,15,27H,2,5H2,1H3,(H,24,26)/f/h24H
InChI_3D	1S/C17H16F6N2O2/c1-8-2-5-13(15(27)17(21,22)23)25(8)9-3-4-12-10(6-9)11(16(18,19)20)7-14(26)24-12/h3-4,6-8,13,15,27H,2,5H2,1H3,(H,24,26)/t8-,13-,15-/m1/s1
AuxInfo	1/1/N:14,10,1,2,11,3,7,12,5,4,8,6,13,9,15,16,17,22,23,24,25,26,27,18,19,20,21/E:(18,19,20)(21,22,23)/F:m/E:m/rA:43cCCCCCCCCCCCCCCCCCNNOOFFFFFFHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;;s4d7;s7;;s10;s10;s11;s12;s13;s8;s15;s6s9;s5s12s13;d9;s15;s16;s16;s16;s17;s17;s17;s1;s2;s3;s7;s10;s10;s11;s11;s12;s13;s14;s14;s14;s15;s18;s21;/rC:0,1.0089,0;.8707,1.5185,0;.8707,-.4993,0;1.7371,0,0;;1.7414,1.0089,0;3.4805,-.0073,0;2.6039,-.5053,0;3.4848,1.0014,0;-2.5962,-2.0855,0;-3.0995,-1.2197,0;-1.6193,-1.8721,0;-2.4334,-.4717,0;-1.4301,-3.6118,0;-1.5645,1.0474,0;2.5941,-2.2553,0;-2.4326,1.5438,0;2.6125,1.5125,0;-1.5143,-.8772,0;4.3535,1.4968,0;-1.0681,1.9154,0;3.5941,-2.2608,0;1.5942,-2.2497,0;2.5886,-3.2553,0;-2.9291,.6758,0;-1.9361,2.4119,0;-3.3006,2.0403,0;-.4338,1.2576,0;.8707,2.0185,0;.8712,-.9993,0;3.9121,-.2597,0;-3.0522,-2.2906,0;-2.4394,-2.5603,0;-3.4358,-.8496,0;-3.5029,-1.5151,0;-1.1193,-1.8713,0;-2.8393,-.1798,0;-.933,-3.5578,0;-1.9272,-3.6659,0;-1.376,-4.1089,0;-1.1305,.7991,0;2.614,2.0125,0;-1.3198,2.3474,0;
Duplicates	DB05234
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05234.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05234.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05234.sdf