CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12837 (10609)

Formula C₂₆H₂₄F₃N₃O₄

MW 499.49

InChIKey OHIUQAZROSYCMC-WUSLAWIHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 5.25

logP 5.558

PSA 100.55

MR 125.05

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -233.16784

PM7_Total_Energy_ev -6654.06344

PM7_Electronic_Energy_ev -58087.9067

PM7_Dipole_Debye 5.21915

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.305

PM7_LUMO_Energy_ev -1.426

PM7_COSMO_Area_square_ang 455.36

PM7_COSMO_Volue_cubic_ang 561.1

PM7_Electron_Affinity_ev 1.426

PM7_Ionization_Energy_ev 9.305

PM7_Energy_Gap_ev 7.879

PM7_Global_Hardness_ev 3.9395

PM7_Global_Softness_ev 0.2538393197106232

PM7_Chemical_Potential_ev -5.3655

PM7_Electronigativity_ev 5.3655

PM7_Back_Donation_Energy_ev -0.984875

PM7_Electrophilicity_ev 3.6538380822439396

OPENEYE_Name 2-(3,4-difluorophenoxy)-5-fluoro-~{N}-[4-[(2-hydroxy-5-methyl-benzoyl)amino]cyclohexyl]pyridine-3-carboxamide

SMILES c1cc(c(cc1C)C(=O)NC2CCC(CC2)NC(=O)c3cc(cnc3Oc4ccc(c(c4)F)F)F)O

Canonical_SMILES Fc1cnc(c(c1)C(=O)N[C@@H]1CC[C@@H](CC1)NC(=O)c1cc(C)ccc1O)Oc1ccc(c(c1)F)F

InChI 1/C26H24F3N3O4/c1-14-2-9-23(33)19(10-14)24(34)31-16-3-5-17(6-4-16)32-25(35)20-11-15(27)13-30-26(20)36-18-7-8-21(28)22(29)12-18/h2,7-13,16-17,33H,3-6H2,1H3,(H,31,34)(H,32,35)/f/h31-32H

InChI_3D 1S/C26H24F3N3O4/c1-14-2-9-23(33)19(10-14)24(34)31-16-3-5-17(6-4-16)32-25(35)20-11-15(27)13-30-26(20)36-18-7-8-21(28)22(29)12-18/h2,7-13,16-17,33H,3-6H2,1H3,(H,31,34)(H,32,35)/t16-,17+

AuxInfo 1/1/N:26,1,20,21,22,23,3,4,2,5,6,7,8,11,15,24,25,12,9,10,14,16,13,18,19,17,35,34,36,27,28,29,32,30,31,33/E:(3,4)(5,6)/F:m/E:m/rA:60nCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;;s5;d6;s1d5;s3d7;s2d9;s4;s6d8;s7d14;s10;s9;s10;;;s20;s21;s20s21;s22s23;s11;s8d17;s18s24;s19s25;d18;d19;s13;s12s17;s14;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s26;s26;s28;s29;s32;/rC:-6.7286,-6.422,0;-6.736,-5.4168,0;-2.6047,3.4989,0;-2.6121,4.4989,0;-4.9937,-6.4093,0;;-.8696,3.5066,0;.8675,1.5027,0;-5.001,-5.4041,0;-.8675,.4975,0;-5.8575,-6.9131,0;-1.7379,3.0001,0;-5.8722,-4.9028,0;-1.7437,5.0053,0;.8675,.4975,0;-.8681,4.5117,0;-.8675,1.5027,0;-4.1372,-4.9003,0;-1.7328,-.0038,0;-2.293,-3.2223,0;-3.9254,-2.6345,0;-1.9525,-2.2766,0;-3.5849,-1.6888,0;-3.2778,-3.3965,0;-2.5966,-1.505,0;-5.8502,-7.9131,0;0,2.0104,0;-4.1416,-3.9003,0;-1.7313,-1.0038,0;-3.269,-5.3965,0;-2.5995,.495,0;-5.8796,-3.9028,0;-1.735,2.0001,0;-1.7511,6.0053,0;1.7328,-.0038,0;-.0043,5.0155,0;-7.1594,-6.6758,0;-7.1716,-5.1713,0;-3.0367,3.247,0;-3.0465,4.7463,0;-4.5592,-6.6567,0;0,-.5,0;-.4363,3.2572,0;1.3012,1.7514,0;-2.2923,-3.7223,0;-1.8004,-3.308,0;-4.3595,-2.3864,0;-4.2448,-3.0193,0;-1.5191,-2.526,0;-1.6309,-1.8937,0;-3.5885,-1.1888,0;-4.0777,-1.6046,0;-3.1056,-3.8659,0;-2.7702,-1.0361,0;-5.3502,-7.9094,0;-6.3501,-7.9168,0;-5.8465,-8.4131,0;-4.5757,-3.6522,0;-1.298,-1.2531,0;-6.3144,-3.656,0;

Duplicates DB12837

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12837.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12837.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12837.sdf

Formula	C₂₆H₂₄F₃N₃O₄
MW	499.49
InChIKey	OHIUQAZROSYCMC-WUSLAWIHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	5.25
logP	5.558
PSA	100.55
MR	125.05
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-233.16784
PM7_Total_Energy_ev	-6654.06344
PM7_Electronic_Energy_ev	-58087.9067
PM7_Dipole_Debye	5.21915
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.305
PM7_LUMO_Energy_ev	-1.426
PM7_COSMO_Area_square_ang	455.36
PM7_COSMO_Volue_cubic_ang	561.1
PM7_Electron_Affinity_ev	1.426
PM7_Ionization_Energy_ev	9.305
PM7_Energy_Gap_ev	7.879
PM7_Global_Hardness_ev	3.9395
PM7_Global_Softness_ev	0.2538393197106232
PM7_Chemical_Potential_ev	-5.3655
PM7_Electronigativity_ev	5.3655
PM7_Back_Donation_Energy_ev	-0.984875
PM7_Electrophilicity_ev	3.6538380822439396
OPENEYE_Name	2-(3,4-difluorophenoxy)-5-fluoro-~{N}-[4-[(2-hydroxy-5-methyl-benzoyl)amino]cyclohexyl]pyridine-3-carboxamide
SMILES	c1cc(c(cc1C)C(=O)NC2CCC(CC2)NC(=O)c3cc(cnc3Oc4ccc(c(c4)F)F)F)O
Canonical_SMILES	Fc1cnc(c(c1)C(=O)N[C@@H]1CC[C@@H](CC1)NC(=O)c1cc(C)ccc1O)Oc1ccc(c(c1)F)F
InChI	1/C26H24F3N3O4/c1-14-2-9-23(33)19(10-14)24(34)31-16-3-5-17(6-4-16)32-25(35)20-11-15(27)13-30-26(20)36-18-7-8-21(28)22(29)12-18/h2,7-13,16-17,33H,3-6H2,1H3,(H,31,34)(H,32,35)/f/h31-32H
InChI_3D	1S/C26H24F3N3O4/c1-14-2-9-23(33)19(10-14)24(34)31-16-3-5-17(6-4-16)32-25(35)20-11-15(27)13-30-26(20)36-18-7-8-21(28)22(29)12-18/h2,7-13,16-17,33H,3-6H2,1H3,(H,31,34)(H,32,35)/t16-,17+
AuxInfo	1/1/N:26,1,20,21,22,23,3,4,2,5,6,7,8,11,15,24,25,12,9,10,14,16,13,18,19,17,35,34,36,27,28,29,32,30,31,33/E:(3,4)(5,6)/F:m/E:m/rA:60nCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;;s5;d6;s1d5;s3d7;s2d9;s4;s6d8;s7d14;s10;s9;s10;;;s20;s21;s20s21;s22s23;s11;s8d17;s18s24;s19s25;d18;d19;s13;s12s17;s14;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s26;s26;s28;s29;s32;/rC:-6.7286,-6.422,0;-6.736,-5.4168,0;-2.6047,3.4989,0;-2.6121,4.4989,0;-4.9937,-6.4093,0;;-.8696,3.5066,0;.8675,1.5027,0;-5.001,-5.4041,0;-.8675,.4975,0;-5.8575,-6.9131,0;-1.7379,3.0001,0;-5.8722,-4.9028,0;-1.7437,5.0053,0;.8675,.4975,0;-.8681,4.5117,0;-.8675,1.5027,0;-4.1372,-4.9003,0;-1.7328,-.0038,0;-2.293,-3.2223,0;-3.9254,-2.6345,0;-1.9525,-2.2766,0;-3.5849,-1.6888,0;-3.2778,-3.3965,0;-2.5966,-1.505,0;-5.8502,-7.9131,0;0,2.0104,0;-4.1416,-3.9003,0;-1.7313,-1.0038,0;-3.269,-5.3965,0;-2.5995,.495,0;-5.8796,-3.9028,0;-1.735,2.0001,0;-1.7511,6.0053,0;1.7328,-.0038,0;-.0043,5.0155,0;-7.1594,-6.6758,0;-7.1716,-5.1713,0;-3.0367,3.247,0;-3.0465,4.7463,0;-4.5592,-6.6567,0;0,-.5,0;-.4363,3.2572,0;1.3012,1.7514,0;-2.2923,-3.7223,0;-1.8004,-3.308,0;-4.3595,-2.3864,0;-4.2448,-3.0193,0;-1.5191,-2.526,0;-1.6309,-1.8937,0;-3.5885,-1.1888,0;-4.0777,-1.6046,0;-3.1056,-3.8659,0;-2.7702,-1.0361,0;-5.3502,-7.9094,0;-6.3501,-7.9168,0;-5.8465,-8.4131,0;-4.5757,-3.6522,0;-1.298,-1.2531,0;-6.3144,-3.656,0;
Duplicates	DB12837
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12837.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12837.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12837.sdf