CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193392_p7 (2535888)

Formula C₂₇H₃₃ClN₂O₄

MW 485.02

InChIKey USMMMHVOGZENGO-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 1

XLogP3 0

XLogP 5.28

logP 4.3231

PSA 92.24

MR 136.482

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -109.29169

PM7_Total_Energy_ev -5581.14091

PM7_Electronic_Energy_ev -51545.44882

PM7_Dipole_Debye 21.78053

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.693

PM7_LUMO_Energy_ev -1.31

PM7_COSMO_Area_square_ang 501.9

PM7_COSMO_Volue_cubic_ang 598.98

PM7_Electron_Affinity_ev 1.31

PM7_Ionization_Energy_ev 7.693

PM7_Energy_Gap_ev 6.383

PM7_Global_Hardness_ev 3.1915

PM7_Global_Softness_ev 0.31333228889237036

PM7_Chemical_Potential_ev -4.5015

PM7_Electronigativity_ev 4.5015

PM7_Back_Donation_Energy_ev -0.797875

PM7_Electrophilicity_ev 3.1746047704840983

OPENEYE_Name (3~{R},4~{R},5~{S})-4-acetamido-5-[[4-(2-chlorophenyl)phenyl]methylammonio]-3-(1-ethylpropoxy)cyclohexene-1-carboxylate

SMILES c1ccc(c(c1)c2ccc(cc2)C[NH2+]C3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)[O-])Cl

Canonical_SMILES CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)[NH2+]Cc1ccc(cc1)c1ccccc1Cl)C(=O)O)CC

InChI 1/C27H33ClN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-10-12-19(13-11-18)22-8-6-7-9-23(22)28/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/C27H33ClN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-10-12-19(13-11-18)22-8-6-7-9-23(22)28/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:22,23,21,25,26,1,2,3,8,6,7,4,5,17,13,24,16,11,9,14,27,10,12,19,18,20,15,34,29,28,31,30,32,33/E:(1,2)(4,5)(10,11)(12,13)(32,33)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOO-OClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;s4d5;d3s9;s6d7;d8s10;;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;2.5981,1.4951,0;1.735,3.0002,0;3.4701,1.9951,0;2.6071,3.5002,0;-.8675,1.5027,0;1.735,2.0001,0;.8675,1.5027,0;3.479,3.0002,0;0,2.0104,0;7.4337,6.744,0;8.069,5.9717,0;9.055,6.1386,0;3.7086,6.0323,0;7.7232,5.0333,0;6.4426,6.5763,0;6.7321,4.8656,0;6.0868,5.6362,0;2.8471,6.5399,0;4.4604,8.5939,0;8.4602,8.5585,0;4.3465,3.4976,0;5.4604,8.5851,0;7.4603,8.5674,0;6.4603,8.5762,0;4.5791,6.5246,0;5.214,3.9951,0;9.4035,7.0759,0;3.6998,5.0323,0;9.6925,5.3681,0;6.4515,7.5762,0;0,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;2.5959,.9951,0;1.3024,3.2508,0;3.9016,1.7425,0;2.6071,4.0002,0;-1.3012,1.7514,0;7.6086,7.2124,0;7.7203,4.5334,0;8.2152,4.9441,0;5.9512,6.6684,0;6.9008,4.3949,0;5.7635,5.2548,0;2.5932,6.1092,0;2.4163,6.7938,0;3.1009,6.9707,0;4.4648,9.0939,0;4.456,8.0939,0;3.9604,8.5983,0;8.4558,8.0585,0;8.4647,9.0585,0;8.9602,8.5541,0;4.0978,3.9314,0;4.5952,3.0639,0;5.4559,8.0851,0;5.4648,9.085,0;7.4647,9.0673,0;7.4559,8.0674,0;6.4647,9.0762,0;4.5835,7.0246,0;4.9653,4.4288,0;5.4627,3.5613,0;

Duplicates CHEMBL5193392_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193392_p7.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193392_p7.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193392_p7.sdf

Formula	C₂₇H₃₃ClN₂O₄
MW	485.02
InChIKey	USMMMHVOGZENGO-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	1
XLogP3	0
XLogP	5.28
logP	4.3231
PSA	92.24
MR	136.482
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-109.29169
PM7_Total_Energy_ev	-5581.14091
PM7_Electronic_Energy_ev	-51545.44882
PM7_Dipole_Debye	21.78053
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.693
PM7_LUMO_Energy_ev	-1.31
PM7_COSMO_Area_square_ang	501.9
PM7_COSMO_Volue_cubic_ang	598.98
PM7_Electron_Affinity_ev	1.31
PM7_Ionization_Energy_ev	7.693
PM7_Energy_Gap_ev	6.383
PM7_Global_Hardness_ev	3.1915
PM7_Global_Softness_ev	0.31333228889237036
PM7_Chemical_Potential_ev	-4.5015
PM7_Electronigativity_ev	4.5015
PM7_Back_Donation_Energy_ev	-0.797875
PM7_Electrophilicity_ev	3.1746047704840983
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-5-[[4-(2-chlorophenyl)phenyl]methylammonio]-3-(1-ethylpropoxy)cyclohexene-1-carboxylate
SMILES	c1ccc(c(c1)c2ccc(cc2)C[NH2+]C3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)[O-])Cl
Canonical_SMILES	CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)[NH2+]Cc1ccc(cc1)c1ccccc1Cl)C(=O)O)CC
InChI	1/C27H33ClN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-10-12-19(13-11-18)22-8-6-7-9-23(22)28/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/C27H33ClN2O4/c1-4-21(5-2)34-25-15-20(27(32)33)14-24(26(25)30-17(3)31)29-16-18-10-12-19(13-11-18)22-8-6-7-9-23(22)28/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:22,23,21,25,26,1,2,3,8,6,7,4,5,17,13,24,16,11,9,14,27,10,12,19,18,20,15,34,29,28,31,30,32,33/E:(1,2)(4,5)(10,11)(12,13)(32,33)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOO-OClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;s4d5;d3s9;s6d7;d8s10;;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;2.5981,1.4951,0;1.735,3.0002,0;3.4701,1.9951,0;2.6071,3.5002,0;-.8675,1.5027,0;1.735,2.0001,0;.8675,1.5027,0;3.479,3.0002,0;0,2.0104,0;7.4337,6.744,0;8.069,5.9717,0;9.055,6.1386,0;3.7086,6.0323,0;7.7232,5.0333,0;6.4426,6.5763,0;6.7321,4.8656,0;6.0868,5.6362,0;2.8471,6.5399,0;4.4604,8.5939,0;8.4602,8.5585,0;4.3465,3.4976,0;5.4604,8.5851,0;7.4603,8.5674,0;6.4603,8.5762,0;4.5791,6.5246,0;5.214,3.9951,0;9.4035,7.0759,0;3.6998,5.0323,0;9.6925,5.3681,0;6.4515,7.5762,0;0,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;2.5959,.9951,0;1.3024,3.2508,0;3.9016,1.7425,0;2.6071,4.0002,0;-1.3012,1.7514,0;7.6086,7.2124,0;7.7203,4.5334,0;8.2152,4.9441,0;5.9512,6.6684,0;6.9008,4.3949,0;5.7635,5.2548,0;2.5932,6.1092,0;2.4163,6.7938,0;3.1009,6.9707,0;4.4648,9.0939,0;4.456,8.0939,0;3.9604,8.5983,0;8.4558,8.0585,0;8.4647,9.0585,0;8.9602,8.5541,0;4.0978,3.9314,0;4.5952,3.0639,0;5.4559,8.0851,0;5.4648,9.085,0;7.4647,9.0673,0;7.4559,8.0674,0;6.4647,9.0762,0;4.5835,7.0246,0;4.9653,4.4288,0;5.4627,3.5613,0;
Duplicates	CHEMBL5193392_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193392_p7.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193392_p7.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193250-0005193499/CHEMBL5193392_p7.sdf