CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12732 (10522)

Formula C₂₇H₂₇F₂NO₆

MW 499.51

InChIKey YLFZHHDVRSYTKT-MTTPVDACNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 65

Rotat_Bonds 13

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.49

logP 5.0021

PSA 94.09

MR 129.312

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -262.2901

PM7_Total_Energy_ev -6568.85633

PM7_Electronic_Energy_ev -58129.14622

PM7_Dipole_Debye 4.3534

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.853

PM7_LUMO_Energy_ev -1.119

PM7_COSMO_Area_square_ang 473.46

PM7_COSMO_Volue_cubic_ang 584.42

PM7_Electron_Affinity_ev 1.119

PM7_Ionization_Energy_ev 8.853

PM7_Energy_Gap_ev 7.734

PM7_Global_Hardness_ev 3.867

PM7_Global_Softness_ev 0.2585983966899405

PM7_Chemical_Potential_ev -4.986

PM7_Electronigativity_ev 4.986

PM7_Back_Donation_Energy_ev -0.96675

PM7_Electrophilicity_ev 3.2144034134988364

OPENEYE_Name (2~{S})-2-[(2,6-difluorobenzoyl)amino]-3-[4-[4-(ethoxymethyl)-2,6-dimethoxy-phenyl]phenyl]propanoic acid

SMILES c1cc(c(c(c1)F)C(=O)NC(C(=O)O)Cc2ccc(cc2)c3c(cc(cc3OC)COCC)OC)F

Canonical_SMILES CCOCc1cc(OC)c(c(c1)OC)c1ccc(cc1)C[C@@H](C(=O)O)NC(=O)c1c(F)cccc1F

InChI 1/C27H27F2NO6/c1-4-36-15-17-13-22(34-2)24(23(14-17)35-3)18-10-8-16(9-11-18)12-21(27(32)33)30-26(31)25-19(28)6-5-7-20(25)29/h5-11,13-14,21H,4,12,15H2,1-3H3,(H,30,31)(H,32,33)/f/h30,32H

InChI_3D 1S/C27H27F2NO6/c1-4-36-15-17-13-22(34-2)24(23(14-17)35-3)18-10-8-16(9-11-18)12-21(27(32)33)30-26(31)25-19(28)6-5-7-20(25)29/h5-11,13-14,21H,4,12,15H2,1-3H3,(H,30,31)(H,32,33)/t21-/m0/s1

AuxInfo 1/1/N:21,22,23,26,1,6,7,4,5,2,3,24,8,9,25,13,14,10,17,18,27,15,16,11,12,19,20,35,36,28,29,30,31,32,33,34/E:(2,3)(6,7)(8,9)(10,11)(13,14)(19,20)(22,23)(28,29)(32,33)(34,35)/F:21,22,23,26,1,6,7,4,5,2,3,24,8,9,25,13,14,10,17,18,27,15,16,11,12,19,20,35,36,28,29,31,30,32,33,34/E:(2,3)(6,7)(8,9)(10,11)(13,14)(19,20)(22,23)(28,29)(34,35)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;;s2d3;s10;;s4d5;d8s9;s8d11;d9s11;s6d12;d7s12;s12;;;;;s13;s14;s21;s20s24;s19s27;d19;d20;s20;s15s22;s16s23;s25s26;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s31;/rC:-.8675,.4975,0;1.6105,6.9765,0;.1054,6.1135,0;2.1106,6.1045,0;.6055,5.2415,0;;-.8675,1.5027,0;.1234,9.5792,0;-1.3844,8.7204,0;.6105,6.9766,0;.1131,7.8441,0;.8675,1.5027,0;1.6106,5.2326,0;-.8766,9.588,0;.6208,8.7116,0;-.8921,7.8441,0;.8675,.4975,0;0,2.0104,0;1.735,2.0001,0;3.4729,3.995,0;-2.8511,13.0667,0;2.1246,9.571,0;-2.3972,6.9869,0;2.108,4.3651,0;-1.3702,10.4577,0;-2.3575,12.197,0;2.6054,3.4976,0;1.7379,3.0001,0;2.5995,1.4976,0;4.3375,3.4925,0;3.4759,4.995,0;1.6208,8.7072,0;-1.3972,6.981,0;-1.8639,11.3273,0;1.7328,-.0038,0;0,3.0104,0;-1.3001,.2469,0;1.8612,7.4092,0;-.3946,6.1157,0;2.6106,6.1045,0;.3529,4.8099,0;0,-.5,0;-1.3012,1.7514,0;.3759,10.0107,0;-1.8843,8.7249,0;-2.4163,13.3135,0;-3.2859,12.8199,0;-3.0979,13.5015,0;1.6927,9.8229,0;2.5565,9.3191,0;2.3766,10.0029,0;-2.3942,7.4869,0;-2.4001,6.4869,0;-2.8972,6.9899,0;2.5417,4.6138,0;1.6743,4.1164,0;-.9354,10.7045,0;-1.8051,10.2109,0;-2.7923,11.9502,0;-1.9226,12.4438,0;2.8542,3.0638,0;1.3057,3.2514,0;3.9096,5.2437,0;

Duplicates DB12732

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12732.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12732.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12732.sdf

Formula	C₂₇H₂₇F₂NO₆
MW	499.51
InChIKey	YLFZHHDVRSYTKT-MTTPVDACNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	65
Rotat_Bonds	13
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.49
logP	5.0021
PSA	94.09
MR	129.312
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-262.2901
PM7_Total_Energy_ev	-6568.85633
PM7_Electronic_Energy_ev	-58129.14622
PM7_Dipole_Debye	4.3534
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.853
PM7_LUMO_Energy_ev	-1.119
PM7_COSMO_Area_square_ang	473.46
PM7_COSMO_Volue_cubic_ang	584.42
PM7_Electron_Affinity_ev	1.119
PM7_Ionization_Energy_ev	8.853
PM7_Energy_Gap_ev	7.734
PM7_Global_Hardness_ev	3.867
PM7_Global_Softness_ev	0.2585983966899405
PM7_Chemical_Potential_ev	-4.986
PM7_Electronigativity_ev	4.986
PM7_Back_Donation_Energy_ev	-0.96675
PM7_Electrophilicity_ev	3.2144034134988364
OPENEYE_Name	(2~{S})-2-[(2,6-difluorobenzoyl)amino]-3-[4-[4-(ethoxymethyl)-2,6-dimethoxy-phenyl]phenyl]propanoic acid
SMILES	c1cc(c(c(c1)F)C(=O)NC(C(=O)O)Cc2ccc(cc2)c3c(cc(cc3OC)COCC)OC)F
Canonical_SMILES	CCOCc1cc(OC)c(c(c1)OC)c1ccc(cc1)C[C@@H](C(=O)O)NC(=O)c1c(F)cccc1F
InChI	1/C27H27F2NO6/c1-4-36-15-17-13-22(34-2)24(23(14-17)35-3)18-10-8-16(9-11-18)12-21(27(32)33)30-26(31)25-19(28)6-5-7-20(25)29/h5-11,13-14,21H,4,12,15H2,1-3H3,(H,30,31)(H,32,33)/f/h30,32H
InChI_3D	1S/C27H27F2NO6/c1-4-36-15-17-13-22(34-2)24(23(14-17)35-3)18-10-8-16(9-11-18)12-21(27(32)33)30-26(31)25-19(28)6-5-7-20(25)29/h5-11,13-14,21H,4,12,15H2,1-3H3,(H,30,31)(H,32,33)/t21-/m0/s1
AuxInfo	1/1/N:21,22,23,26,1,6,7,4,5,2,3,24,8,9,25,13,14,10,17,18,27,15,16,11,12,19,20,35,36,28,29,30,31,32,33,34/E:(2,3)(6,7)(8,9)(10,11)(13,14)(19,20)(22,23)(28,29)(32,33)(34,35)/F:21,22,23,26,1,6,7,4,5,2,3,24,8,9,25,13,14,10,17,18,27,15,16,11,12,19,20,35,36,28,29,31,30,32,33,34/E:(2,3)(6,7)(8,9)(10,11)(13,14)(19,20)(22,23)(28,29)(34,35)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;;s2d3;s10;;s4d5;d8s9;s8d11;d9s11;s6d12;d7s12;s12;;;;;s13;s14;s21;s20s24;s19s27;d19;d20;s20;s15s22;s16s23;s25s26;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s31;/rC:-.8675,.4975,0;1.6105,6.9765,0;.1054,6.1135,0;2.1106,6.1045,0;.6055,5.2415,0;;-.8675,1.5027,0;.1234,9.5792,0;-1.3844,8.7204,0;.6105,6.9766,0;.1131,7.8441,0;.8675,1.5027,0;1.6106,5.2326,0;-.8766,9.588,0;.6208,8.7116,0;-.8921,7.8441,0;.8675,.4975,0;0,2.0104,0;1.735,2.0001,0;3.4729,3.995,0;-2.8511,13.0667,0;2.1246,9.571,0;-2.3972,6.9869,0;2.108,4.3651,0;-1.3702,10.4577,0;-2.3575,12.197,0;2.6054,3.4976,0;1.7379,3.0001,0;2.5995,1.4976,0;4.3375,3.4925,0;3.4759,4.995,0;1.6208,8.7072,0;-1.3972,6.981,0;-1.8639,11.3273,0;1.7328,-.0038,0;0,3.0104,0;-1.3001,.2469,0;1.8612,7.4092,0;-.3946,6.1157,0;2.6106,6.1045,0;.3529,4.8099,0;0,-.5,0;-1.3012,1.7514,0;.3759,10.0107,0;-1.8843,8.7249,0;-2.4163,13.3135,0;-3.2859,12.8199,0;-3.0979,13.5015,0;1.6927,9.8229,0;2.5565,9.3191,0;2.3766,10.0029,0;-2.3942,7.4869,0;-2.4001,6.4869,0;-2.8972,6.9899,0;2.5417,4.6138,0;1.6743,4.1164,0;-.9354,10.7045,0;-1.8051,10.2109,0;-2.7923,11.9502,0;-1.9226,12.4438,0;2.8542,3.0638,0;1.3057,3.2514,0;3.9096,5.2437,0;
Duplicates	DB12732
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12732.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12732.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12732.sdf