CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196888_s0_p0 (2539732)

Formula C₂₇H₂₇Cl₂NO₄

MW 500.42

InChIKey JVAOLNJBEURGMD-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 64

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 5.35

logP 6.0037

PSA 70

MR 138.113

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -114.37115

PM7_Total_Energy_ev -5581.39965

PM7_Electronic_Energy_ev -51059.95853

PM7_Dipole_Debye 6.19428

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.079

PM7_LUMO_Energy_ev -0.609

PM7_COSMO_Area_square_ang 483

PM7_COSMO_Volue_cubic_ang 590.63

PM7_Electron_Affinity_ev 0.609

PM7_Ionization_Energy_ev 9.079

PM7_Energy_Gap_ev 8.47

PM7_Global_Hardness_ev 4.235

PM7_Global_Softness_ev 0.2361275088547816

PM7_Chemical_Potential_ev -4.844

PM7_Electronigativity_ev 4.844

PM7_Back_Donation_Energy_ev -1.05875

PM7_Electrophilicity_ev 2.770287603305785

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

SMILES c1ccc(cc1)C2C(CCN2Cc3ccc(cc3C)C(=O)O)OC(c4cc(cc(c4)Cl)Cl)CO

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

InChI 1/C27H27Cl2NO4/c1-17-11-19(27(32)33)7-8-20(17)15-30-10-9-24(26(30)18-5-3-2-4-6-18)34-25(16-31)21-12-22(28)14-23(29)13-21/h2-8,11-14,24-26,31H,9-10,15-16H2,1H3,(H,32,33)/f/h32H

InChI_3D 1S/C27H27Cl2NO4/c1-17-11-19(27(32)33)7-8-20(17)15-30-10-9-24(26(30)18-5-3-2-4-6-18)34-25(16-31)21-12-22(28)14-23(29)13-21/h2-8,11-14,24-26,31H,9-10,15-16H2,1H3,(H,32,33)/t24-,25-,26-/m0/s1

AuxInfo 1/1/N:24,1,2,3,5,6,4,7,20,21,8,9,10,11,25,26,15,13,12,14,16,17,18,23,27,22,19,33,34,28,31,29,30,32/E:(3,4)(5,6)(12,13)(22,23)(28,29)(32,33)/F:24,1,2,3,5,6,4,7,20,21,8,9,10,11,25,26,15,13,12,14,16,17,18,23,27,22,19,33,34,28,31,30,29,32/E:(3,4)(5,6)(12,13)(22,23)(28,29)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;;;s4d8;d5s6;s7;s8d14;d9s10;s9d11;d10s11;s12;;s20;s13;s20s22;s15;s14;;s16s26;s21s22s25;d19;s19;s26;s23s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s26;s26;s27;s30;s31;/rC:2.8213,3.5573,0;3.3229,2.6921,0;1.8213,3.5612,0;1.3652,6.544,0;2.8194,1.8222,0;1.3177,2.6913,0;1.3667,5.544,0;-.3699,6.5464,0;5.7105,-1.8938,0;6.0765,-.1977,0;7.3623,-1.3626,0;.5013,7.0477,0;1.8142,1.8173,0;.4955,5.0426,0;-.3773,5.5413,0;5.4017,-.9427,0;6.6875,-2.1076,0;7.0603,-.4039,0;.5042,8.0477,0;;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;-1.244,5.0425,0;.4981,3.2926,0;3.481,-1.5539,0;3.6905,-.5761,0;.5008,1.5426,0;1.3717,8.5452,0;-.3604,8.5502,0;3.2715,-2.5317,0;2.7127,-.3666,0;6.9922,-3.06,0;7.7317,.3372,0;3.0717,3.99,0;3.8229,2.6923,0;1.5723,3.9949,0;1.7986,6.7934,0;3.0702,1.3896,0;.8177,2.6933,0;1.7997,5.294,0;-.8018,6.7983,0;5.3748,-2.2644,0;5.9221,.2778,0;7.8508,-1.4695,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;-.9946,4.6091,0;-1.4934,5.4759,0;-1.6774,4.7931,0;.9981,3.2934,0;-.0019,3.2918,0;2.9921,-1.4492,0;3.9699,-1.6586,0;3.7952,-.0872,0;-.3589,9.0502,0;3.6425,-2.8669,0;

Duplicates CHEMBL5196888_s0_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196888_s0_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196888_s0_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196888_s0_p0.sdf

Formula	C₂₇H₂₇Cl₂NO₄
MW	500.42
InChIKey	JVAOLNJBEURGMD-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	64
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	5.35
logP	6.0037
PSA	70
MR	138.113
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-114.37115
PM7_Total_Energy_ev	-5581.39965
PM7_Electronic_Energy_ev	-51059.95853
PM7_Dipole_Debye	6.19428
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.079
PM7_LUMO_Energy_ev	-0.609
PM7_COSMO_Area_square_ang	483
PM7_COSMO_Volue_cubic_ang	590.63
PM7_Electron_Affinity_ev	0.609
PM7_Ionization_Energy_ev	9.079
PM7_Energy_Gap_ev	8.47
PM7_Global_Hardness_ev	4.235
PM7_Global_Softness_ev	0.2361275088547816
PM7_Chemical_Potential_ev	-4.844
PM7_Electronigativity_ev	4.844
PM7_Back_Donation_Energy_ev	-1.05875
PM7_Electrophilicity_ev	2.770287603305785
OPENEYE_Name	4-[[(1~{R},2~{S},3~{S})-3-[(1~{R})-1-(3,5-dichlorophenyl)-2-hydroxy-ethoxy]-2-phenyl-pyrrolidin-1-yl]methyl]-3-methyl-benzoic acid
SMILES	c1ccc(cc1)C2C(CCN2Cc3ccc(cc3C)C(=O)O)OC(c4cc(cc(c4)Cl)Cl)CO
Canonical_SMILES	OC[C@@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCN([C@H]1c1ccccc1)Cc1ccc(cc1C)C(=O)O
InChI	1/C27H27Cl2NO4/c1-17-11-19(27(32)33)7-8-20(17)15-30-10-9-24(26(30)18-5-3-2-4-6-18)34-25(16-31)21-12-22(28)14-23(29)13-21/h2-8,11-14,24-26,31H,9-10,15-16H2,1H3,(H,32,33)/f/h32H
InChI_3D	1S/C27H27Cl2NO4/c1-17-11-19(27(32)33)7-8-20(17)15-30-10-9-24(26(30)18-5-3-2-4-6-18)34-25(16-31)21-12-22(28)14-23(29)13-21/h2-8,11-14,24-26,31H,9-10,15-16H2,1H3,(H,32,33)/t24-,25-,26-/m0/s1
AuxInfo	1/1/N:24,1,2,3,5,6,4,7,20,21,8,9,10,11,25,26,15,13,12,14,16,17,18,23,27,22,19,33,34,28,31,29,30,32/E:(3,4)(5,6)(12,13)(22,23)(28,29)(32,33)/F:24,1,2,3,5,6,4,7,20,21,8,9,10,11,25,26,15,13,12,14,16,17,18,23,27,22,19,33,34,28,31,30,29,32/E:(3,4)(5,6)(12,13)(22,23)(28,29)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;;;s4d8;d5s6;s7;s8d14;d9s10;s9d11;d10s11;s12;;s20;s13;s20s22;s15;s14;;s16s26;s21s22s25;d19;s19;s26;s23s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s26;s26;s27;s30;s31;/rC:2.8213,3.5573,0;3.3229,2.6921,0;1.8213,3.5612,0;1.3652,6.544,0;2.8194,1.8222,0;1.3177,2.6913,0;1.3667,5.544,0;-.3699,6.5464,0;5.7105,-1.8938,0;6.0765,-.1977,0;7.3623,-1.3626,0;.5013,7.0477,0;1.8142,1.8173,0;.4955,5.0426,0;-.3773,5.5413,0;5.4017,-.9427,0;6.6875,-2.1076,0;7.0603,-.4039,0;.5042,8.0477,0;;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;-1.244,5.0425,0;.4981,3.2926,0;3.481,-1.5539,0;3.6905,-.5761,0;.5008,1.5426,0;1.3717,8.5452,0;-.3604,8.5502,0;3.2715,-2.5317,0;2.7127,-.3666,0;6.9922,-3.06,0;7.7317,.3372,0;3.0717,3.99,0;3.8229,2.6923,0;1.5723,3.9949,0;1.7986,6.7934,0;3.0702,1.3896,0;.8177,2.6933,0;1.7997,5.294,0;-.8018,6.7983,0;5.3748,-2.2644,0;5.9221,.2778,0;7.8508,-1.4695,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;-.9946,4.6091,0;-1.4934,5.4759,0;-1.6774,4.7931,0;.9981,3.2934,0;-.0019,3.2918,0;2.9921,-1.4492,0;3.9699,-1.6586,0;3.7952,-.0872,0;-.3589,9.0502,0;3.6425,-2.8669,0;
Duplicates	CHEMBL5196888_s0_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196888_s0_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196888_s0_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196888_s0_p0.sdf