CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194778_p0 (2537413)

Formula C₂₈H₃₃N₃O₄

MW 475.59

InChIKey LNBQVADZSQKTID-PINXXQJSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 70

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.72

logP 4.95848

PSA 111.45

MR 134.929

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -103.45633

PM7_Total_Energy_ev -5624.19885

PM7_Electronic_Energy_ev -52174.16327

PM7_Dipole_Debye 3.68012

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.439

PM7_LUMO_Energy_ev -0.76

PM7_COSMO_Area_square_ang 512.73

PM7_COSMO_Volue_cubic_ang 607.88

PM7_Electron_Affinity_ev 0.76

PM7_Ionization_Energy_ev 9.439

PM7_Energy_Gap_ev 8.679

PM7_Global_Hardness_ev 4.3395

PM7_Global_Softness_ev 0.23044129508007835

PM7_Chemical_Potential_ev -5.0995

PM7_Electronigativity_ev 5.0995

PM7_Back_Donation_Energy_ev -1.084875

PM7_Electrophilicity_ev 2.996301446019127

OPENEYE_Name (3~{R},4~{R},5~{S})-4-acetamido-5-[(3-cyano-4-phenyl-phenyl)methylamino]-3-(1-ethylpropoxy)cyclohexene-1-carboxylic acid

SMILES C(#N)c1cc(ccc1c2ccccc2)CNC3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)O

Canonical_SMILES CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)NCc1ccc(c(c1)C#N)c1ccccc1)C(=O)O)CC

InChI 1/C28H33N3O4/c1-4-23(5-2)35-26-15-21(28(33)34)14-25(27(26)31-18(3)32)30-17-19-11-12-24(22(13-19)16-29)20-9-7-6-8-10-20/h6-13,15,23,25-27,30H,4-5,14,17H2,1-3H3,(H,31,32)(H,33,34)/f/h31,33H

InChI_3D 1S/C28H33N3O4/c1-4-23(5-2)35-26-15-21(28(33)34)14-25(27(26)31-18(3)32)30-17-19-11-12-24(22(13-19)16-29)20-9-7-6-8-10-20/h6-13,15,23,25-27,30H,4-5,14,17H2,1-3H3,(H,31,32)(H,33,34)/t25-,26+,27+/m0/s1

AuxInfo 1/1/N:23,24,22,26,27,2,3,4,5,6,8,7,9,18,14,1,25,17,13,11,15,10,28,12,20,19,21,16,29,31,30,33,32,34,35/E:(1,2)(4,5)(7,8)(9,10)(33,34)/F:23,24,22,26,27,2,3,4,5,6,8,7,9,18,14,1,25,17,13,11,15,10,28,12,20,19,21,16,29,31,30,33,34,32,35/E:(1,2)(4,5)(7,8)(9,10)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;d4;;d7;;s1s9;d5s6;s7d10s11;s8d9;;d14;s15;;s15;s14;s18;s19s20;s17;;;s13;s23;s24;s26s27;t1;s17s21;s20s25;d16;d17;s16;s19s28;s2;s3;s4;s5;s6;s7;s8;s9;s14;s18;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s30;s31;s34;/rC:1.7328,3.0066,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,3.5079,0;-.8675,4.5131,0;.8675,4.5131,0;.8675,3.5079,0;0,2.0104,0;0,3.0104,0;0,5.0208,0;-2.2116,9.7763,0;-2.8492,9.0058,0;-3.8346,9.1756,0;1.5114,9.0536,0;-2.5062,8.0665,0;-1.221,9.6056,0;-1.5155,7.8958,0;-.8679,8.6645,0;2.3744,9.5587,0;-3.2372,12.3438,0;.7627,12.3674,0;0,6.0208,0;-2.2372,12.3497,0;-.2372,12.3615,0;-1.2372,12.3556,0;2.5981,2.5054,0;.6424,9.5484,0;0,7.0208,0;-4.1804,10.1139,0;1.5173,8.0536,0;-4.4744,8.407,0;-1.2313,11.3556,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3001,3.2573,0;-1.3012,4.7618,0;1.3012,4.7618,0;-2.3851,10.2452,0;-2.5047,7.5665,0;-2.9984,7.9786,0;-.7293,9.6963,0;-1.6856,7.4256,0;-.5458,8.2821,0;2.627,9.1271,0;2.1219,9.9902,0;2.806,9.8112,0;-3.2401,12.8438,0;-3.2342,11.8438,0;-3.7372,12.3408,0;.7657,11.8674,0;.7598,12.8674,0;1.2627,12.3703,0;.5,6.0208,0;-.5,6.0208,0;-2.2343,11.8497,0;-2.2402,12.8497,0;-.2402,12.8615,0;-.2343,11.8615,0;-1.2402,12.8556,0;.6395,10.0484,0;.433,7.2708,0;-4.9671,8.4919,0;

Duplicates CHEMBL5194778_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194778_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194778_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194778_p0.sdf

Formula	C₂₈H₃₃N₃O₄
MW	475.59
InChIKey	LNBQVADZSQKTID-PINXXQJSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	70
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.72
logP	4.95848
PSA	111.45
MR	134.929
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-103.45633
PM7_Total_Energy_ev	-5624.19885
PM7_Electronic_Energy_ev	-52174.16327
PM7_Dipole_Debye	3.68012
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.439
PM7_LUMO_Energy_ev	-0.76
PM7_COSMO_Area_square_ang	512.73
PM7_COSMO_Volue_cubic_ang	607.88
PM7_Electron_Affinity_ev	0.76
PM7_Ionization_Energy_ev	9.439
PM7_Energy_Gap_ev	8.679
PM7_Global_Hardness_ev	4.3395
PM7_Global_Softness_ev	0.23044129508007835
PM7_Chemical_Potential_ev	-5.0995
PM7_Electronigativity_ev	5.0995
PM7_Back_Donation_Energy_ev	-1.084875
PM7_Electrophilicity_ev	2.996301446019127
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-5-[(3-cyano-4-phenyl-phenyl)methylamino]-3-(1-ethylpropoxy)cyclohexene-1-carboxylic acid
SMILES	C(#N)c1cc(ccc1c2ccccc2)CNC3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)O
Canonical_SMILES	CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)NCc1ccc(c(c1)C#N)c1ccccc1)C(=O)O)CC
InChI	1/C28H33N3O4/c1-4-23(5-2)35-26-15-21(28(33)34)14-25(27(26)31-18(3)32)30-17-19-11-12-24(22(13-19)16-29)20-9-7-6-8-10-20/h6-13,15,23,25-27,30H,4-5,14,17H2,1-3H3,(H,31,32)(H,33,34)/f/h31,33H
InChI_3D	1S/C28H33N3O4/c1-4-23(5-2)35-26-15-21(28(33)34)14-25(27(26)31-18(3)32)30-17-19-11-12-24(22(13-19)16-29)20-9-7-6-8-10-20/h6-13,15,23,25-27,30H,4-5,14,17H2,1-3H3,(H,31,32)(H,33,34)/t25-,26+,27+/m0/s1
AuxInfo	1/1/N:23,24,22,26,27,2,3,4,5,6,8,7,9,18,14,1,25,17,13,11,15,10,28,12,20,19,21,16,29,31,30,33,32,34,35/E:(1,2)(4,5)(7,8)(9,10)(33,34)/F:23,24,22,26,27,2,3,4,5,6,8,7,9,18,14,1,25,17,13,11,15,10,28,12,20,19,21,16,29,31,30,33,34,32,35/E:(1,2)(4,5)(7,8)(9,10)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;d4;;d7;;s1s9;d5s6;s7d10s11;s8d9;;d14;s15;;s15;s14;s18;s19s20;s17;;;s13;s23;s24;s26s27;t1;s17s21;s20s25;d16;d17;s16;s19s28;s2;s3;s4;s5;s6;s7;s8;s9;s14;s18;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s30;s31;s34;/rC:1.7328,3.0066,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,3.5079,0;-.8675,4.5131,0;.8675,4.5131,0;.8675,3.5079,0;0,2.0104,0;0,3.0104,0;0,5.0208,0;-2.2116,9.7763,0;-2.8492,9.0058,0;-3.8346,9.1756,0;1.5114,9.0536,0;-2.5062,8.0665,0;-1.221,9.6056,0;-1.5155,7.8958,0;-.8679,8.6645,0;2.3744,9.5587,0;-3.2372,12.3438,0;.7627,12.3674,0;0,6.0208,0;-2.2372,12.3497,0;-.2372,12.3615,0;-1.2372,12.3556,0;2.5981,2.5054,0;.6424,9.5484,0;0,7.0208,0;-4.1804,10.1139,0;1.5173,8.0536,0;-4.4744,8.407,0;-1.2313,11.3556,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3001,3.2573,0;-1.3012,4.7618,0;1.3012,4.7618,0;-2.3851,10.2452,0;-2.5047,7.5665,0;-2.9984,7.9786,0;-.7293,9.6963,0;-1.6856,7.4256,0;-.5458,8.2821,0;2.627,9.1271,0;2.1219,9.9902,0;2.806,9.8112,0;-3.2401,12.8438,0;-3.2342,11.8438,0;-3.7372,12.3408,0;.7657,11.8674,0;.7598,12.8674,0;1.2627,12.3703,0;.5,6.0208,0;-.5,6.0208,0;-2.2343,11.8497,0;-2.2402,12.8497,0;-.2402,12.8615,0;-.2343,11.8615,0;-1.2402,12.8556,0;.6395,10.0484,0;.433,7.2708,0;-4.9671,8.4919,0;
Duplicates	CHEMBL5194778_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194778_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194778_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194778_p0.sdf