CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193627_p0 (2536136)

Formula C₂₇H₃₃FN₂O₄

MW 468.57

InChIKey AVHWBHRPLVBGIB-MTTPVDACNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.08

logP 5.2259

PSA 87.66

MR 130.172

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -180.04803

PM7_Total_Energy_ev -5781.39721

PM7_Electronic_Energy_ev -51626.60343

PM7_Dipole_Debye 4.85836

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.294

PM7_LUMO_Energy_ev -0.526

PM7_COSMO_Area_square_ang 495.25

PM7_COSMO_Volue_cubic_ang 586.6

PM7_Electron_Affinity_ev 0.526

PM7_Ionization_Energy_ev 9.294

PM7_Energy_Gap_ev 8.768

PM7_Global_Hardness_ev 4.384

PM7_Global_Softness_ev 0.2281021897810219

PM7_Chemical_Potential_ev -4.91

PM7_Electronigativity_ev 4.91

PM7_Back_Donation_Energy_ev -1.096

PM7_Electrophilicity_ev 2.749555200729927

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

SMILES c1ccc(cc1)c2ccc(cc2F)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)F)c1ccccc1)C(=O)O)CC

InChI 1/C27H33FN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-11-12-22(23(28)13-18)19-9-7-6-8-10-19/h6-13,15,21,24-26,29H,4-5,14,16H2,1-3H3,(H,30,31)(H,32,33)/f/h30,32H

InChI_3D 1S/C27H33FN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-11-12-22(23(28)13-18)19-9-7-6-8-10-19/h6-13,15,21,24-26,29H,4-5,14,16H2,1-3H3,(H,30,31)(H,32,33)/t24-,25+,26+/m0/s1

AuxInfo 1/1/N:22,23,21,25,26,1,2,3,4,5,7,6,8,17,13,24,16,11,9,14,27,10,12,19,18,20,15,34,29,28,31,30,32,33/E:(1,2)(4,5)(7,8)(9,10)(32,33)/F:22,23,21,25,26,1,2,3,4,5,7,6,8,17,13,24,16,11,9,14,27,10,12,19,18,20,15,34,29,28,31,32,30,33/E:(1,2)(4,5)(7,8)(9,10)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6s9;s7d8;s8d10;;d13;s14;;s14;s13;s17;s18s19;s16;;;s11;s22;s23;s25s26;s16s20;s19s24;d15;d16;s15;s18s27;s12;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;s32;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.872,3.5104,0;.8721,4.5105,0;-.8631,4.5155,0;0,2.0104,0;0,3.0104,0;.0089,5.0155,0;-.872,3.5104,0;2.2414,9.7612,0;2.8756,8.988,0;3.8618,9.1534,0;-1.4847,9.0549,0;2.5285,8.0501,0;1.2501,9.5949,0;1.5371,7.8838,0;.8929,8.6554,0;-2.3455,9.5638,0;-.7215,12.3654,0;3.2783,12.3242,0;.0133,6.0155,0;.2785,12.3551,0;2.2784,12.3345,0;1.2784,12.3448,0;-.6135,9.546,0;.0177,7.0155,0;4.2117,10.0902,0;-1.495,8.055,0;4.4982,8.382,0;1.2681,11.3448,0;-1.7395,3.013,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3046,3.2598,0;1.3058,4.7592,0;-1.2946,4.7681,0;2.417,10.2294,0;2.5248,7.5501,0;3.0203,7.9602,0;.7588,9.6878,0;1.7051,7.4129,0;.5691,8.2744,0;-2.5999,9.1334,0;-2.0911,9.9942,0;-2.7759,9.8183,0;-.7163,12.8654,0;-.7266,11.8654,0;-1.2214,12.3705,0;3.2732,11.8242,0;3.2835,12.8242,0;3.7783,12.319,0;.5133,6.0133,0;-.4866,6.0177,0;.2733,11.8551,0;.2836,12.8551,0;2.2835,12.8345,0;2.2732,11.8345,0;1.2836,12.8448,0;-.6084,10.0459,0;-.4142,7.2674,0;4.9913,8.4648,0;

Duplicates CHEMBL5193627_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p0.sdf

Formula	C₂₇H₃₃FN₂O₄
MW	468.57
InChIKey	AVHWBHRPLVBGIB-MTTPVDACNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.08
logP	5.2259
PSA	87.66
MR	130.172
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-180.04803
PM7_Total_Energy_ev	-5781.39721
PM7_Electronic_Energy_ev	-51626.60343
PM7_Dipole_Debye	4.85836
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.294
PM7_LUMO_Energy_ev	-0.526
PM7_COSMO_Area_square_ang	495.25
PM7_COSMO_Volue_cubic_ang	586.6
PM7_Electron_Affinity_ev	0.526
PM7_Ionization_Energy_ev	9.294
PM7_Energy_Gap_ev	8.768
PM7_Global_Hardness_ev	4.384
PM7_Global_Softness_ev	0.2281021897810219
PM7_Chemical_Potential_ev	-4.91
PM7_Electronigativity_ev	4.91
PM7_Back_Donation_Energy_ev	-1.096
PM7_Electrophilicity_ev	2.749555200729927
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-3-(1-ethylpropoxy)-5-[(3-fluoro-4-phenyl-phenyl)methylamino]cyclohexene-1-carboxylic acid
SMILES	c1ccc(cc1)c2ccc(cc2F)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)F)c1ccccc1)C(=O)O)CC
InChI	1/C27H33FN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-11-12-22(23(28)13-18)19-9-7-6-8-10-19/h6-13,15,21,24-26,29H,4-5,14,16H2,1-3H3,(H,30,31)(H,32,33)/f/h30,32H
InChI_3D	1S/C27H33FN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-11-12-22(23(28)13-18)19-9-7-6-8-10-19/h6-13,15,21,24-26,29H,4-5,14,16H2,1-3H3,(H,30,31)(H,32,33)/t24-,25+,26+/m0/s1
AuxInfo	1/1/N:22,23,21,25,26,1,2,3,4,5,7,6,8,17,13,24,16,11,9,14,27,10,12,19,18,20,15,34,29,28,31,30,32,33/E:(1,2)(4,5)(7,8)(9,10)(32,33)/F:22,23,21,25,26,1,2,3,4,5,7,6,8,17,13,24,16,11,9,14,27,10,12,19,18,20,15,34,29,28,31,32,30,33/E:(1,2)(4,5)(7,8)(9,10)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6s9;s7d8;s8d10;;d13;s14;;s14;s13;s17;s18s19;s16;;;s11;s22;s23;s25s26;s16s20;s19s24;d15;d16;s15;s18s27;s12;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;s32;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.872,3.5104,0;.8721,4.5105,0;-.8631,4.5155,0;0,2.0104,0;0,3.0104,0;.0089,5.0155,0;-.872,3.5104,0;2.2414,9.7612,0;2.8756,8.988,0;3.8618,9.1534,0;-1.4847,9.0549,0;2.5285,8.0501,0;1.2501,9.5949,0;1.5371,7.8838,0;.8929,8.6554,0;-2.3455,9.5638,0;-.7215,12.3654,0;3.2783,12.3242,0;.0133,6.0155,0;.2785,12.3551,0;2.2784,12.3345,0;1.2784,12.3448,0;-.6135,9.546,0;.0177,7.0155,0;4.2117,10.0902,0;-1.495,8.055,0;4.4982,8.382,0;1.2681,11.3448,0;-1.7395,3.013,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3046,3.2598,0;1.3058,4.7592,0;-1.2946,4.7681,0;2.417,10.2294,0;2.5248,7.5501,0;3.0203,7.9602,0;.7588,9.6878,0;1.7051,7.4129,0;.5691,8.2744,0;-2.5999,9.1334,0;-2.0911,9.9942,0;-2.7759,9.8183,0;-.7163,12.8654,0;-.7266,11.8654,0;-1.2214,12.3705,0;3.2732,11.8242,0;3.2835,12.8242,0;3.7783,12.319,0;.5133,6.0133,0;-.4866,6.0177,0;.2733,11.8551,0;.2836,12.8551,0;2.2835,12.8345,0;2.2732,11.8345,0;1.2836,12.8448,0;-.6084,10.0459,0;-.4142,7.2674,0;4.9913,8.4648,0;
Duplicates	CHEMBL5193627_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p0.sdf