CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198937_p0 (2541888)

Formula C₂₈H₂₈Cl₂FNO₄

MW 532.44

InChIKey LXHHWDWGDGHYRC-ZYMSVLFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 2

XLogP3 0

XLogP 5.98

logP 6.5329

PSA 70

MR 142.878

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -168.95777

PM7_Total_Energy_ev -6183.53845

PM7_Electronic_Energy_ev -57872.15736

PM7_Dipole_Debye 4.24936

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.128

PM7_LUMO_Energy_ev -0.684

PM7_COSMO_Area_square_ang 482.46

PM7_COSMO_Volue_cubic_ang 619.7

PM7_Electron_Affinity_ev 0.684

PM7_Ionization_Energy_ev 9.128

PM7_Energy_Gap_ev 8.444

PM7_Global_Hardness_ev 4.222

PM7_Global_Softness_ev 0.23685457129322596

PM7_Chemical_Potential_ev -4.906

PM7_Electronigativity_ev 4.906

PM7_Back_Donation_Energy_ev -1.0555

PM7_Electrophilicity_ev 2.850406916153482

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

SMILES c1cc(c(cc1C(=O)O)C)CN2CCCC(C2c3ccc(cc3)F)OC(c4cc(cc(c4)Cl)Cl)CO

Canonical_SMILES OC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccc(cc1)F)Cc1ccc(cc1C)C(=O)O

InChI 1/C28H28Cl2FNO4/c1-17-11-19(28(34)35)4-5-20(17)15-32-10-2-3-25(27(32)18-6-8-24(31)9-7-18)36-26(16-33)21-12-22(29)14-23(30)13-21/h4-9,11-14,25-27,33H,2-3,10,15-16H2,1H3,(H,34,35)/f/h34H

InChI_3D 1S/C28H28Cl2FNO4/c1-17-11-19(28(34)35)4-5-20(17)15-32-10-2-3-25(27(32)18-6-8-24(31)9-7-18)36-26(16-33)21-12-22(29)14-23(30)13-21/h4-9,11-14,25-27,33H,2-3,10,15-16H2,1H3,(H,34,35)/t25-,26+,27-/m0/s1

AuxInfo 1/1/N:25,20,21,1,4,2,3,5,6,22,7,8,9,10,26,27,14,12,11,13,15,17,18,16,24,28,23,19,35,36,34,29,32,30,31,33/E:(6,7)(8,9)(12,13)(22,23)(29,30)(34,35)/F:25,20,21,1,4,2,3,5,6,22,7,8,9,10,26,27,14,12,11,13,15,17,18,16,24,28,23,19,35,36,34,29,32,31,30,33/E:(6,7)(8,9)(12,13)(22,23)(29,30)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;;;s1d7;s2d3;s4;s7d13;d8s9;s5d6;s8d10;d9s10;s11;;s20;s20;s12;s21s23;s14;s13;;s15s27;s22s23s26;d19;s19;s27;s24s28;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s28;s31;s32;/rC:.8721,7.0105,0;.5712,3.2078,0;2.1992,2.608,0;.872,6.0104,0;.9187,4.151,0;2.5467,3.5512,0;-.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;-.872,6.0104,0;5.2999,1.2746,0;1.9082,4.3275,0;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;-1.7395,5.513,0;0,3.7604,0;3.7489,-.0126,0;3.5762,.9724,0;0,2.0104,0;.8816,9.0117,0;-.8505,9.0193,0;3.9216,-.9975,0;2.5912,.7997,0;2.254,5.2658,0;7.5686,-.0912,0;6.9795,3.3352,0;1.3058,7.2592,0;.0786,3.1222,0;2.5185,2.2232,0;1.3046,5.7598,0;.5977,4.5343,0;3.0397,3.6346,0;-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;-1.4907,5.0792,0;-1.9882,5.9467,0;-2.1732,5.2642,0;-.5,3.7604,0;.5,3.7604,0;3.2564,-.0989,0;4.2414,.0738,0;3.4898,1.4649,0;-.8483,9.5193,0;4.3913,-1.169,0;

Duplicates CHEMBL5198937_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198937_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198937_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198937_p0.sdf

Formula	C₂₈H₂₈Cl₂FNO₄
MW	532.44
InChIKey	LXHHWDWGDGHYRC-ZYMSVLFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	2
XLogP3	0
XLogP	5.98
logP	6.5329
PSA	70
MR	142.878
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-168.95777
PM7_Total_Energy_ev	-6183.53845
PM7_Electronic_Energy_ev	-57872.15736
PM7_Dipole_Debye	4.24936
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.128
PM7_LUMO_Energy_ev	-0.684
PM7_COSMO_Area_square_ang	482.46
PM7_COSMO_Volue_cubic_ang	619.7
PM7_Electron_Affinity_ev	0.684
PM7_Ionization_Energy_ev	9.128
PM7_Energy_Gap_ev	8.444
PM7_Global_Hardness_ev	4.222
PM7_Global_Softness_ev	0.23685457129322596
PM7_Chemical_Potential_ev	-4.906
PM7_Electronigativity_ev	4.906
PM7_Back_Donation_Energy_ev	-1.0555
PM7_Electrophilicity_ev	2.850406916153482
OPENEYE_Name	4-[[(1~{R},2~{S},3~{S})-3-[(1~{S})-1-(3,5-dichlorophenyl)-2-hydroxy-ethoxy]-2-(4-fluorophenyl)-1-piperidyl]methyl]-3-methyl-benzoic acid
SMILES	c1cc(c(cc1C(=O)O)C)CN2CCCC(C2c3ccc(cc3)F)OC(c4cc(cc(c4)Cl)Cl)CO
Canonical_SMILES	OC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccc(cc1)F)Cc1ccc(cc1C)C(=O)O
InChI	1/C28H28Cl2FNO4/c1-17-11-19(28(34)35)4-5-20(17)15-32-10-2-3-25(27(32)18-6-8-24(31)9-7-18)36-26(16-33)21-12-22(29)14-23(30)13-21/h4-9,11-14,25-27,33H,2-3,10,15-16H2,1H3,(H,34,35)/f/h34H
InChI_3D	1S/C28H28Cl2FNO4/c1-17-11-19(28(34)35)4-5-20(17)15-32-10-2-3-25(27(32)18-6-8-24(31)9-7-18)36-26(16-33)21-12-22(29)14-23(30)13-21/h4-9,11-14,25-27,33H,2-3,10,15-16H2,1H3,(H,34,35)/t25-,26+,27-/m0/s1
AuxInfo	1/1/N:25,20,21,1,4,2,3,5,6,22,7,8,9,10,26,27,14,12,11,13,15,17,18,16,24,28,23,19,35,36,34,29,32,30,31,33/E:(6,7)(8,9)(12,13)(22,23)(29,30)(34,35)/F:25,20,21,1,4,2,3,5,6,22,7,8,9,10,26,27,14,12,11,13,15,17,18,16,24,28,23,19,35,36,34,29,32,31,30,33/E:(6,7)(8,9)(12,13)(22,23)(29,30)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;;;s1d7;s2d3;s4;s7d13;d8s9;s5d6;s8d10;d9s10;s11;;s20;s20;s12;s21s23;s14;s13;;s15s27;s22s23s26;d19;s19;s27;s24s28;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s28;s31;s32;/rC:.8721,7.0105,0;.5712,3.2078,0;2.1992,2.608,0;.872,6.0104,0;.9187,4.151,0;2.5467,3.5512,0;-.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;-.872,6.0104,0;5.2999,1.2746,0;1.9082,4.3275,0;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;-1.7395,5.513,0;0,3.7604,0;3.7489,-.0126,0;3.5762,.9724,0;0,2.0104,0;.8816,9.0117,0;-.8505,9.0193,0;3.9216,-.9975,0;2.5912,.7997,0;2.254,5.2658,0;7.5686,-.0912,0;6.9795,3.3352,0;1.3058,7.2592,0;.0786,3.1222,0;2.5185,2.2232,0;1.3046,5.7598,0;.5977,4.5343,0;3.0397,3.6346,0;-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;-1.4907,5.0792,0;-1.9882,5.9467,0;-2.1732,5.2642,0;-.5,3.7604,0;.5,3.7604,0;3.2564,-.0989,0;4.2414,.0738,0;3.4898,1.4649,0;-.8483,9.5193,0;4.3913,-1.169,0;
Duplicates	CHEMBL5198937_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198937_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198937_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198937_p0.sdf