CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195366_p0_t0 (2538071)

Formula C₂₇H₃₃N₃O₆

MW 495.57

InChIKey XYNHYJBSHAQTIB-TVBGBDJRNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 72

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 9

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.25

logP 5.4096

PSA 137.32

MR 137.456

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -138.37214

PM7_Total_Energy_ev -6089.65899

PM7_Electronic_Energy_ev -54689.09469

PM7_Dipole_Debye 8.76096

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.528

PM7_LUMO_Energy_ev -1.417

PM7_COSMO_Area_square_ang 521.61

PM7_COSMO_Volue_cubic_ang 613.54

PM7_Electron_Affinity_ev 1.417

PM7_Ionization_Energy_ev 9.528

PM7_Energy_Gap_ev 8.111

PM7_Global_Hardness_ev 4.0555

PM7_Global_Softness_ev 0.24657872025644187

PM7_Chemical_Potential_ev -5.4725

PM7_Electronigativity_ev 5.4725

PM7_Back_Donation_Energy_ev -1.013875

PM7_Electrophilicity_ev 3.6923013500184934

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

SMILES c1cc(ccc1c2ccc(cc2)[N+](=O)[O-])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(cc1)c1ccc(cc1)[N](=O)O)C(=O)O)CC

InChI 1/C27H33N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)/f/h29,32H

InChI_3D 1S/C27H34N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)(H,34,35)/t24-,25+,26+/m0/s1

AuxInfo 1/1/N:22,23,21,25,26,5,6,1,2,3,4,7,8,17,13,24,16,11,9,10,14,12,27,19,18,20,15,29,28,30,33,32,35,31,34,36/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(32,33)(34,35)/F:22,23,21,25,26,5,6,1,2,3,4,7,8,17,13,24,16,11,9,10,14,12,27,19,18,20,15,29,28,30,33,35,32,31,34,36/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(34,35)/CRV:30.5/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4s9;s5d6;s7d8;;d13;s14;;s14;s13;s17;s18s19;s16;;;s11;s22;s23;s25s26;s16s20;s19s24;s12;s30;d15;d16;d30;s15;s18s27;s1;s2;s3;s4;s5;s6;s7;s8;s13;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s29;s35;/rC:-.8675,.4975,0;.8675,.4975,0;.8675,-1.4975,0;-.8675,-1.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,-2.5027,0;-.8675,-2.5027,0;;0,-1,0;0,2.0104,0;0,-3.0104,0;-2.2116,6.7659,0;-2.8492,5.9954,0;-3.8346,6.1652,0;1.5114,6.0432,0;-2.5062,5.0561,0;-1.221,6.5952,0;-1.5155,4.8854,0;-.8679,5.6541,0;2.3744,6.5483,0;-3.2372,9.3334,0;.7627,9.357,0;0,3.0104,0;-2.2372,9.3393,0;-.2372,9.3511,0;-1.2372,9.3452,0;.6424,6.538,0;0,4.0104,0;0,-4.0104,0;.866,-4.5104,0;-4.1804,7.1035,0;1.5173,5.0432,0;-.866,-4.5104,0;-4.4744,5.3966,0;-1.2313,8.3452,0;-1.3001,.2469,0;1.3001,.2469,0;1.3001,-1.2469,0;-1.3001,-1.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3012,-2.7514,0;-1.3012,-2.7514,0;-2.3851,7.2348,0;-2.5047,4.5561,0;-2.9984,4.9682,0;-.7293,6.6859,0;-1.6856,4.4152,0;-.5458,5.2717,0;2.627,6.1167,0;2.1219,6.9798,0;2.806,6.8008,0;-3.2401,9.8334,0;-3.2342,8.8334,0;-3.7372,9.3304,0;.7657,8.857,0;.7598,9.857,0;1.2627,9.3599,0;.5,3.0104,0;-.5,3.0104,0;-2.2343,8.8393,0;-2.2402,9.8393,0;-.2402,9.8511,0;-.2343,8.8511,0;-1.2402,9.8452,0;.6395,7.038,0;.433,4.2604,0;-4.9671,5.4815,0;

Duplicates CHEMBL5195366_p0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t0.sdf

Formula	C₂₇H₃₃N₃O₆
MW	495.57
InChIKey	XYNHYJBSHAQTIB-TVBGBDJRNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	72
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	9
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.25
logP	5.4096
PSA	137.32
MR	137.456
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-138.37214
PM7_Total_Energy_ev	-6089.65899
PM7_Electronic_Energy_ev	-54689.09469
PM7_Dipole_Debye	8.76096
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.528
PM7_LUMO_Energy_ev	-1.417
PM7_COSMO_Area_square_ang	521.61
PM7_COSMO_Volue_cubic_ang	613.54
PM7_Electron_Affinity_ev	1.417
PM7_Ionization_Energy_ev	9.528
PM7_Energy_Gap_ev	8.111
PM7_Global_Hardness_ev	4.0555
PM7_Global_Softness_ev	0.24657872025644187
PM7_Chemical_Potential_ev	-5.4725
PM7_Electronigativity_ev	5.4725
PM7_Back_Donation_Energy_ev	-1.013875
PM7_Electrophilicity_ev	3.6923013500184934
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-3-(1-ethylpropoxy)-5-[[4-(4-nitrophenyl)phenyl]methylamino]cyclohexene-1-carboxylic acid
SMILES	c1cc(ccc1c2ccc(cc2)[N+](=O)[O-])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(cc1)c1ccc(cc1)[N](=O)O)C(=O)O)CC
InChI	1/C27H33N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)/f/h29,32H
InChI_3D	1S/C27H34N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)(H,34,35)/t24-,25+,26+/m0/s1
AuxInfo	1/1/N:22,23,21,25,26,5,6,1,2,3,4,7,8,17,13,24,16,11,9,10,14,12,27,19,18,20,15,29,28,30,33,32,35,31,34,36/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(32,33)(34,35)/F:22,23,21,25,26,5,6,1,2,3,4,7,8,17,13,24,16,11,9,10,14,12,27,19,18,20,15,29,28,30,33,35,32,31,34,36/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(34,35)/CRV:30.5/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4s9;s5d6;s7d8;;d13;s14;;s14;s13;s17;s18s19;s16;;;s11;s22;s23;s25s26;s16s20;s19s24;s12;s30;d15;d16;d30;s15;s18s27;s1;s2;s3;s4;s5;s6;s7;s8;s13;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s29;s35;/rC:-.8675,.4975,0;.8675,.4975,0;.8675,-1.4975,0;-.8675,-1.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,-2.5027,0;-.8675,-2.5027,0;;0,-1,0;0,2.0104,0;0,-3.0104,0;-2.2116,6.7659,0;-2.8492,5.9954,0;-3.8346,6.1652,0;1.5114,6.0432,0;-2.5062,5.0561,0;-1.221,6.5952,0;-1.5155,4.8854,0;-.8679,5.6541,0;2.3744,6.5483,0;-3.2372,9.3334,0;.7627,9.357,0;0,3.0104,0;-2.2372,9.3393,0;-.2372,9.3511,0;-1.2372,9.3452,0;.6424,6.538,0;0,4.0104,0;0,-4.0104,0;.866,-4.5104,0;-4.1804,7.1035,0;1.5173,5.0432,0;-.866,-4.5104,0;-4.4744,5.3966,0;-1.2313,8.3452,0;-1.3001,.2469,0;1.3001,.2469,0;1.3001,-1.2469,0;-1.3001,-1.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3012,-2.7514,0;-1.3012,-2.7514,0;-2.3851,7.2348,0;-2.5047,4.5561,0;-2.9984,4.9682,0;-.7293,6.6859,0;-1.6856,4.4152,0;-.5458,5.2717,0;2.627,6.1167,0;2.1219,6.9798,0;2.806,6.8008,0;-3.2401,9.8334,0;-3.2342,8.8334,0;-3.7372,9.3304,0;.7657,8.857,0;.7598,9.857,0;1.2627,9.3599,0;.5,3.0104,0;-.5,3.0104,0;-2.2343,8.8393,0;-2.2402,9.8393,0;-.2402,9.8511,0;-.2343,8.8511,0;-1.2402,9.8452,0;.6395,7.038,0;.433,4.2604,0;-4.9671,5.4815,0;
Duplicates	CHEMBL5195366_p0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t0.sdf