CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193627_p7 (2536137)

Formula C₂₇H₃₃FN₂O₄

MW 468.57

InChIKey AVHWBHRPLVBGIB-CYSPOYASNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 70

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 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.79

logP 3.8088

PSA 92.24

MR 131.43

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -143.81633

PM7_Total_Energy_ev -5779.68598

PM7_Electronic_Energy_ev -51967.87555

PM7_Dipole_Debye 20.137

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.764

PM7_LUMO_Energy_ev -1.572

PM7_COSMO_Area_square_ang 493.22

PM7_COSMO_Volue_cubic_ang 581.3

PM7_Electron_Affinity_ev 1.572

PM7_Ionization_Energy_ev 7.764

PM7_Energy_Gap_ev 6.192

PM7_Global_Hardness_ev 3.096

PM7_Global_Softness_ev 0.32299741602067183

PM7_Chemical_Potential_ev -4.668

PM7_Electronigativity_ev 4.668

PM7_Back_Donation_Energy_ev -0.774

PM7_Electrophilicity_ev 3.519093023255814

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

SMILES c1ccc(cc1)c2ccc(cc2F)C[NH2+]C3CC(=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)[NH2+]Cc1ccc(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/h29-30H

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)/p+1/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:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOO-OFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s29;/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;-1.2483,10.3142,0;-.2615,10.4767,0;.0883,11.4135,0;-2.4996,6.7341,0;.3771,9.7072,0;-1.5999,9.3725,0;.0254,8.7655,0;-.9648,8.5934,0;-3.3708,6.243,0;-5.0432,11.4081,0;-4.3394,8.6686,0;.0133,6.0155,0;-4.1824,10.8992,0;-3.8305,9.5294,0;-3.3216,10.3903,0;-2.4893,7.734,0;.0177,7.0155,0;-.5481,12.1849,0;-1.6388,6.2252,0;1.0745,11.579,0;-2.4607,9.8814,0;-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;-1.5659,10.7003,0;.8083,9.454,0;.7009,10.0881,0;-1.926,8.9934,0;.5173,8.6755,0;-.7968,8.1224,0;-3.1252,5.8075,0;-3.6163,6.6786,0;-3.8063,5.9975,0;-4.7888,11.8385,0;-5.2977,10.9776,0;-5.4736,11.6625,0;-4.7698,8.9231,0;-3.9089,8.4142,0;-4.5938,8.2382,0;.5133,6.0133,0;-.4866,6.0177,0;-4.4368,10.4687,0;-3.928,11.3296,0;-3.4001,9.275,0;-4.2609,9.7839,0;-3.0671,10.8207,0;-2.9197,7.9885,0;-.4822,7.0177,0;.5177,7.0133,0;

Duplicates CHEMBL5193627_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p7.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p7.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p7.sdf

Formula	C₂₇H₃₃FN₂O₄
MW	468.57
InChIKey	AVHWBHRPLVBGIB-CYSPOYASNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	70
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	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.79
logP	3.8088
PSA	92.24
MR	131.43
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-143.81633
PM7_Total_Energy_ev	-5779.68598
PM7_Electronic_Energy_ev	-51967.87555
PM7_Dipole_Debye	20.137
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.764
PM7_LUMO_Energy_ev	-1.572
PM7_COSMO_Area_square_ang	493.22
PM7_COSMO_Volue_cubic_ang	581.3
PM7_Electron_Affinity_ev	1.572
PM7_Ionization_Energy_ev	7.764
PM7_Energy_Gap_ev	6.192
PM7_Global_Hardness_ev	3.096
PM7_Global_Softness_ev	0.32299741602067183
PM7_Chemical_Potential_ev	-4.668
PM7_Electronigativity_ev	4.668
PM7_Back_Donation_Energy_ev	-0.774
PM7_Electrophilicity_ev	3.519093023255814
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-3-(1-ethylpropoxy)-5-[(3-fluoro-4-phenyl-phenyl)methylammonio]cyclohexene-1-carboxylate
SMILES	c1ccc(cc1)c2ccc(cc2F)C[NH2+]C3CC(=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)[NH2+]Cc1ccc(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/h29-30H
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)/p+1/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:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOO-OFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s29;/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;-1.2483,10.3142,0;-.2615,10.4767,0;.0883,11.4135,0;-2.4996,6.7341,0;.3771,9.7072,0;-1.5999,9.3725,0;.0254,8.7655,0;-.9648,8.5934,0;-3.3708,6.243,0;-5.0432,11.4081,0;-4.3394,8.6686,0;.0133,6.0155,0;-4.1824,10.8992,0;-3.8305,9.5294,0;-3.3216,10.3903,0;-2.4893,7.734,0;.0177,7.0155,0;-.5481,12.1849,0;-1.6388,6.2252,0;1.0745,11.579,0;-2.4607,9.8814,0;-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;-1.5659,10.7003,0;.8083,9.454,0;.7009,10.0881,0;-1.926,8.9934,0;.5173,8.6755,0;-.7968,8.1224,0;-3.1252,5.8075,0;-3.6163,6.6786,0;-3.8063,5.9975,0;-4.7888,11.8385,0;-5.2977,10.9776,0;-5.4736,11.6625,0;-4.7698,8.9231,0;-3.9089,8.4142,0;-4.5938,8.2382,0;.5133,6.0133,0;-.4866,6.0177,0;-4.4368,10.4687,0;-3.928,11.3296,0;-3.4001,9.275,0;-4.2609,9.7839,0;-3.0671,10.8207,0;-2.9197,7.9885,0;-.4822,7.0177,0;.5177,7.0133,0;
Duplicates	CHEMBL5193627_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p7.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p7.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193627_p7.sdf