CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188380_p0 (2530357)

Formula C₂₇H₂₈Cl₂N₂O₄

MW 515.44

InChIKey WIHIMICVVOCQNM-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 4.77

logP 6.2488

PSA 96.02

MR 142.359

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -111.64173

PM7_Total_Energy_ev -5781.03596

PM7_Electronic_Energy_ev -54728.29862

PM7_Dipole_Debye 3.16746

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.625

PM7_LUMO_Energy_ev -0.593

PM7_COSMO_Area_square_ang 473.23

PM7_COSMO_Volue_cubic_ang 605.46

PM7_Electron_Affinity_ev 0.593

PM7_Ionization_Energy_ev 8.625

PM7_Energy_Gap_ev 8.032

PM7_Global_Hardness_ev 4.016

PM7_Global_Softness_ev 0.24900398406374502

PM7_Chemical_Potential_ev -4.609

PM7_Electronigativity_ev 4.609

PM7_Back_Donation_Energy_ev -1.004

PM7_Electrophilicity_ev 2.6447810009960158

OPENEYE_Name 3-amino-4-[[(1~{R},2~{S},3~{S})-3-[(1~{S})-1-(3,5-dichlorophenyl)-2-hydroxy-ethoxy]-2-phenyl-1-piperidyl]methyl]benzoic acid

SMILES c1ccc(cc1)C2C(CCCN2Cc3ccc(cc3N)C(=O)O)OC(c4cc(cc(c4)Cl)Cl)CO

Canonical_SMILES OC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccccc1)Cc1ccc(cc1N)C(=O)O

InChI 1/C27H28Cl2N2O4/c28-21-11-20(12-22(29)14-21)25(16-32)35-24-7-4-10-31(26(24)17-5-2-1-3-6-17)15-19-9-8-18(27(33)34)13-23(19)30/h1-3,5-6,8-9,11-14,24-26,32H,4,7,10,15-16,30H2,(H,33,34)/f/h33H

InChI_3D 1S/C27H28Cl2N2O4/c28-21-11-20(12-22(29)14-21)25(16-32)35-24-7-4-10-31(26(24)17-5-2-1-3-6-17)15-19-9-8-18(27(33)34)13-23(19)30/h1-3,5-6,8-9,11-14,24-26,32H,4,7,10,15-16,30H2,(H,33,34)/t24-,25+,26-/m0/s1

AuxInfo 1/1/N:1,2,3,20,5,6,21,4,7,22,9,10,8,11,25,26,13,12,14,15,17,18,16,24,27,23,19,34,35,29,28,32,30,31,33/E:(2,3)(5,6)(11,12)(21,22)(28,29)(33,34)/F:1,2,3,20,5,6,21,4,7,22,9,10,8,11,25,26,13,12,14,15,17,18,16,24,27,23,19,34,35,29,28,32,31,30,33/E:(2,3)(5,6)(11,12)(21,22)(28,29)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;;;s4d8;d5s6;s7;d9s10;s8d14;s9d11;d10s11;s12;;s20;s20;s13;s21s23;s14;;s15s26;s22s23s25;s16;d19;s19;s26;s24s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s26;s26;s27;s29;s29;s31;s32;/rC:1.9082,4.3275,0;2.5503,3.5607,0;.9222,4.1606,0;.8721,7.0105,0;2.2027,2.6175,0;.5747,3.2173,0;.872,6.0104,0;-.8631,7.0155,0;5.9431,.5089,0;5.646,2.2184,0;7.2749,1.621,0;.0089,7.5155,0;1.2132,2.441,0;0,5.5104,0;5.2999,1.2746,0;-.872,6.0104,0;6.9288,.6773,0;6.6352,2.3964,0;.0133,8.5155,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,3.7604,0;3.7489,-.0126,0;3.5762,.9724,0;0,2.0104,0;-1.7395,5.513,0;.8816,9.0117,0;-.8505,9.0193,0;3.9216,-.9975,0;2.5912,.7997,0;7.5686,-.0912,0;6.9795,3.3352,0;2.0811,4.7966,0;3.0429,3.6463,0;.6029,4.5453,0;1.3058,7.2592,0;2.5238,2.2342,0;.0817,3.1339,0;1.3046,5.7598,0;-1.2946,7.2681,0;5.7709,.0394,0;5.3244,2.6012,0;7.7678,1.7052,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;.5,3.7604,0;-.5,3.7604,0;3.2564,-.0989,0;4.2414,.0738,0;3.4898,1.4649,0;-1.7409,5.013,0;-2.1717,5.7642,0;-.8483,9.5193,0;4.3913,-1.169,0;

Duplicates CHEMBL5188380_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188380_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188380_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188380_p0.sdf

Formula	C₂₇H₂₈Cl₂N₂O₄
MW	515.44
InChIKey	WIHIMICVVOCQNM-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	4.77
logP	6.2488
PSA	96.02
MR	142.359
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-111.64173
PM7_Total_Energy_ev	-5781.03596
PM7_Electronic_Energy_ev	-54728.29862
PM7_Dipole_Debye	3.16746
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.625
PM7_LUMO_Energy_ev	-0.593
PM7_COSMO_Area_square_ang	473.23
PM7_COSMO_Volue_cubic_ang	605.46
PM7_Electron_Affinity_ev	0.593
PM7_Ionization_Energy_ev	8.625
PM7_Energy_Gap_ev	8.032
PM7_Global_Hardness_ev	4.016
PM7_Global_Softness_ev	0.24900398406374502
PM7_Chemical_Potential_ev	-4.609
PM7_Electronigativity_ev	4.609
PM7_Back_Donation_Energy_ev	-1.004
PM7_Electrophilicity_ev	2.6447810009960158
OPENEYE_Name	3-amino-4-[[(1~{R},2~{S},3~{S})-3-[(1~{S})-1-(3,5-dichlorophenyl)-2-hydroxy-ethoxy]-2-phenyl-1-piperidyl]methyl]benzoic acid
SMILES	c1ccc(cc1)C2C(CCCN2Cc3ccc(cc3N)C(=O)O)OC(c4cc(cc(c4)Cl)Cl)CO
Canonical_SMILES	OC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccccc1)Cc1ccc(cc1N)C(=O)O
InChI	1/C27H28Cl2N2O4/c28-21-11-20(12-22(29)14-21)25(16-32)35-24-7-4-10-31(26(24)17-5-2-1-3-6-17)15-19-9-8-18(27(33)34)13-23(19)30/h1-3,5-6,8-9,11-14,24-26,32H,4,7,10,15-16,30H2,(H,33,34)/f/h33H
InChI_3D	1S/C27H28Cl2N2O4/c28-21-11-20(12-22(29)14-21)25(16-32)35-24-7-4-10-31(26(24)17-5-2-1-3-6-17)15-19-9-8-18(27(33)34)13-23(19)30/h1-3,5-6,8-9,11-14,24-26,32H,4,7,10,15-16,30H2,(H,33,34)/t24-,25+,26-/m0/s1
AuxInfo	1/1/N:1,2,3,20,5,6,21,4,7,22,9,10,8,11,25,26,13,12,14,15,17,18,16,24,27,23,19,34,35,29,28,32,30,31,33/E:(2,3)(5,6)(11,12)(21,22)(28,29)(33,34)/F:1,2,3,20,5,6,21,4,7,22,9,10,8,11,25,26,13,12,14,15,17,18,16,24,27,23,19,34,35,29,28,32,31,30,33/E:(2,3)(5,6)(11,12)(21,22)(28,29)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;;;s4d8;d5s6;s7;d9s10;s8d14;s9d11;d10s11;s12;;s20;s20;s13;s21s23;s14;;s15s26;s22s23s25;s16;d19;s19;s26;s24s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s26;s26;s27;s29;s29;s31;s32;/rC:1.9082,4.3275,0;2.5503,3.5607,0;.9222,4.1606,0;.8721,7.0105,0;2.2027,2.6175,0;.5747,3.2173,0;.872,6.0104,0;-.8631,7.0155,0;5.9431,.5089,0;5.646,2.2184,0;7.2749,1.621,0;.0089,7.5155,0;1.2132,2.441,0;0,5.5104,0;5.2999,1.2746,0;-.872,6.0104,0;6.9288,.6773,0;6.6352,2.3964,0;.0133,8.5155,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,3.7604,0;3.7489,-.0126,0;3.5762,.9724,0;0,2.0104,0;-1.7395,5.513,0;.8816,9.0117,0;-.8505,9.0193,0;3.9216,-.9975,0;2.5912,.7997,0;7.5686,-.0912,0;6.9795,3.3352,0;2.0811,4.7966,0;3.0429,3.6463,0;.6029,4.5453,0;1.3058,7.2592,0;2.5238,2.2342,0;.0817,3.1339,0;1.3046,5.7598,0;-1.2946,7.2681,0;5.7709,.0394,0;5.3244,2.6012,0;7.7678,1.7052,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;.5,3.7604,0;-.5,3.7604,0;3.2564,-.0989,0;4.2414,.0738,0;3.4898,1.4649,0;-1.7409,5.013,0;-2.1717,5.7642,0;-.8483,9.5193,0;4.3913,-1.169,0;
Duplicates	CHEMBL5188380_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188380_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188380_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188380_p0.sdf