CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185417_p0 (2527198)

Formula C₂₈H₂₈Cl₂FNO₃

MW 516.44

InChIKey FFAHBYZNEUEUEX-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 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 2

XLogP3 0

XLogP 6.64

logP 7.371

PSA 49.77

MR 141.809

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -126.16779

PM7_Total_Energy_ev -5888.17042

PM7_Electronic_Energy_ev -55140.0412

PM7_Dipole_Debye 3.88803

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.922

PM7_LUMO_Energy_ev -0.748

PM7_COSMO_Area_square_ang 469.35

PM7_COSMO_Volue_cubic_ang 610.27

PM7_Electron_Affinity_ev 0.748

PM7_Ionization_Energy_ev 8.922

PM7_Energy_Gap_ev 8.174

PM7_Global_Hardness_ev 4.087

PM7_Global_Softness_ev 0.24467824810374358

PM7_Chemical_Potential_ev -4.835

PM7_Electronigativity_ev 4.835

PM7_Back_Donation_Energy_ev -1.02175

PM7_Electrophilicity_ev 2.8599492292635187

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

SMILES c1ccc(cc1)C2C(CCCN2Cc3ccc(cc3C)C(=O)O)OC(c4cc(cc(c4)Cl)Cl)CF

Canonical_SMILES FC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccccc1)Cc1ccc(cc1C)C(=O)O

InChI 1/C28H28Cl2FNO3/c1-18-12-20(28(33)34)9-10-21(18)17-32-11-5-8-25(27(32)19-6-3-2-4-7-19)35-26(16-31)22-13-23(29)15-24(30)14-22/h2-4,6-7,9-10,12-15,25-27H,5,8,11,16-17H2,1H3,(H,33,34)/f/h33H

InChI_3D 1S/C28H28Cl2FNO3/c1-18-12-20(28(33)34)9-10-21(18)17-32-11-5-8-25(27(32)19-6-3-2-4-7-19)35-26(16-31)22-13-23(29)15-24(30)14-22/h2-4,6-7,9-10,12-15,25-27H,5,8,11,16-17H2,1H3,(H,33,34)/t25-,26+,27-/m0/s1

AuxInfo 1/1/N:25,1,2,3,20,5,6,21,4,7,22,8,9,10,11,27,26,15,13,12,14,16,17,18,24,28,23,19,34,35,33,29,30,31,32/E:(3,4)(6,7)(13,14)(23,24)(29,30)(33,34)/F:25,1,2,3,20,5,6,21,4,7,22,8,9,10,11,27,26,15,13,12,14,16,17,18,24,28,23,19,34,35,33,29,31,30,32/E:(3,4)(6,7)(13,14)(23,24)(29,30)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOFClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;;;s4d8;d5s6;s7;s8d14;d9s10;s9d11;d10s11;s12;;s20;s20;s13;s21s23;s15;s14;;s16s27;s22s23s26;d19;s19;s24s28;s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s28;s31;/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;-.872,6.0104,0;5.2999,1.2746,0;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;2.5912,.7997,0;3.9216,-.9975,0;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;-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;

Duplicates CHEMBL5185417_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185417_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185417_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185417_p0.sdf

Formula	C₂₈H₂₈Cl₂FNO₃
MW	516.44
InChIKey	FFAHBYZNEUEUEX-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	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	2
XLogP3	0
XLogP	6.64
logP	7.371
PSA	49.77
MR	141.809
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-126.16779
PM7_Total_Energy_ev	-5888.17042
PM7_Electronic_Energy_ev	-55140.0412
PM7_Dipole_Debye	3.88803
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.922
PM7_LUMO_Energy_ev	-0.748
PM7_COSMO_Area_square_ang	469.35
PM7_COSMO_Volue_cubic_ang	610.27
PM7_Electron_Affinity_ev	0.748
PM7_Ionization_Energy_ev	8.922
PM7_Energy_Gap_ev	8.174
PM7_Global_Hardness_ev	4.087
PM7_Global_Softness_ev	0.24467824810374358
PM7_Chemical_Potential_ev	-4.835
PM7_Electronigativity_ev	4.835
PM7_Back_Donation_Energy_ev	-1.02175
PM7_Electrophilicity_ev	2.8599492292635187
OPENEYE_Name	4-[[(1~{R},2~{S},3~{S})-3-[(1~{S})-1-(3,5-dichlorophenyl)-2-fluoro-ethoxy]-2-phenyl-1-piperidyl]methyl]-3-methyl-benzoic acid
SMILES	c1ccc(cc1)C2C(CCCN2Cc3ccc(cc3C)C(=O)O)OC(c4cc(cc(c4)Cl)Cl)CF
Canonical_SMILES	FC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccccc1)Cc1ccc(cc1C)C(=O)O
InChI	1/C28H28Cl2FNO3/c1-18-12-20(28(33)34)9-10-21(18)17-32-11-5-8-25(27(32)19-6-3-2-4-7-19)35-26(16-31)22-13-23(29)15-24(30)14-22/h2-4,6-7,9-10,12-15,25-27H,5,8,11,16-17H2,1H3,(H,33,34)/f/h33H
InChI_3D	1S/C28H28Cl2FNO3/c1-18-12-20(28(33)34)9-10-21(18)17-32-11-5-8-25(27(32)19-6-3-2-4-7-19)35-26(16-31)22-13-23(29)15-24(30)14-22/h2-4,6-7,9-10,12-15,25-27H,5,8,11,16-17H2,1H3,(H,33,34)/t25-,26+,27-/m0/s1
AuxInfo	1/1/N:25,1,2,3,20,5,6,21,4,7,22,8,9,10,11,27,26,15,13,12,14,16,17,18,24,28,23,19,34,35,33,29,30,31,32/E:(3,4)(6,7)(13,14)(23,24)(29,30)(33,34)/F:25,1,2,3,20,5,6,21,4,7,22,8,9,10,11,27,26,15,13,12,14,16,17,18,24,28,23,19,34,35,33,29,31,30,32/E:(3,4)(6,7)(13,14)(23,24)(29,30)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOFClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;;;s4d8;d5s6;s7;s8d14;d9s10;s9d11;d10s11;s12;;s20;s20;s13;s21s23;s15;s14;;s16s27;s22s23s26;d19;s19;s24s28;s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s28;s31;/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;-.872,6.0104,0;5.2999,1.2746,0;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;2.5912,.7997,0;3.9216,-.9975,0;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;-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;
Duplicates	CHEMBL5185417_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185417_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185417_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185417_p0.sdf