CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197506_p0 (2540379)

Formula C₂₇H₂₇Cl₂N₃O₂

MW 496.44

InChIKey BBVDAZWVTVADSO-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 6.16

logP 6.2635

PSA 61.38

MR 140.647

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 11.64514

PM7_Total_Energy_ev -5361.97698

PM7_Electronic_Energy_ev -51091.15736

PM7_Dipole_Debye 6.13514

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.922

PM7_LUMO_Energy_ev -0.425

PM7_COSMO_Area_square_ang 463.61

PM7_COSMO_Volue_cubic_ang 584.28

PM7_Electron_Affinity_ev 0.425

PM7_Ionization_Energy_ev 8.922

PM7_Energy_Gap_ev 8.497

PM7_Global_Hardness_ev 4.2485

PM7_Global_Softness_ev 0.23537719195010004

PM7_Chemical_Potential_ev -4.6735

PM7_Electronigativity_ev 4.6735

PM7_Back_Donation_Energy_ev -1.062125

PM7_Electrophilicity_ev 2.5705075026479935

OPENEYE_Name (2~{S})-2-[[(1~{R},2~{S},3~{S})-1-(1~{H}-benzimidazol-2-ylmethyl)-2-phenyl-3-piperidyl]oxy]-2-(3,5-dichlorophenyl)ethanol

SMILES c1ccc(cc1)C2C(CCCN2Cc3nc4ccccc4[nH]3)OC(c5cc(cc(c5)Cl)Cl)CO

Canonical_SMILES OC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccccc1)Cc1nc2c([nH]1)cccc2

InChI 1/C27H27Cl2N3O2/c28-20-13-19(14-21(29)15-20)25(17-33)34-24-11-6-12-32(27(24)18-7-2-1-3-8-18)16-26-30-22-9-4-5-10-23(22)31-26/h1-5,7-10,13-15,24-25,27,33H,6,11-12,16-17H2,(H,30,31)/f/h30H

InChI_3D 1S/C27H27Cl2N3O2/c28-20-13-19(14-21(29)15-20)25(17-33)34-24-11-6-12-32(27(24)18-7-2-1-3-8-18)16-26-30-22-9-4-5-10-23(22)31-26/h1-5,7-10,13-15,24-25,27,33H,6,11-12,16-17H2,(H,30,31)/t24-,25+,27-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,20,6,7,8,9,21,22,10,11,12,25,26,13,14,17,18,15,16,24,27,19,23,33,34,28,29,30,31,32/E:(2,3)(4,5)(7,8)(9,10)(13,14)(20,21)(22,23)(28,29)(30,31)/F:1,2,3,5,4,20,6,7,9,8,21,22,10,11,12,25,26,13,14,17,18,16,15,24,27,19,23,33,34,29,28,30,31,32/E:(2,3)(7,8)(13,14)(20,21)(28,29)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;;;;d6s7;d10s11;d8;d9s15;s10d12;d11s12;;;s20;s20;s13;s21s23;s19;;s14s26;s15d19;s16s19;s22s23s25;s26;s24s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s26;s26;s27;s29;s31;/rC:3.7651,-1.6653,0;4.5319,-2.3073,0;3.932,-.6793,0;;0,1.0058,0;5.4751,-1.9597,0;4.8752,-.3317,0;.868,-.4979,0;.868,1.5137,0;8.2877,-5.4406,0;6.5782,-5.1436,0;7.1756,-6.7725,0;5.6515,-.9702,0;7.5219,-4.7974,0;1.736,-.0013,0;1.736,1.0058,0;8.1193,-6.4263,0;6.4002,-6.1329,0;3.2858,.5022,0;8.2986,1.37,0;8.7962,.5025,0;7.2934,1.3699,0;7.2935,-.3651,0;8.2987,-.365,0;5.0358,.5023,0;8.809,-3.2464,0;7.824,-3.0737,0;2.6938,-.3126,0;2.6938,1.3168,0;6.7858,.5024,0;9.794,-3.419,0;7.9966,-2.0887,0;8.8879,-7.0661,0;5.4614,-6.4772,0;3.2959,-1.8382,0;4.4463,-2.7999,0;3.5472,-.36,0;-.4327,-.2506,0;-.4337,1.2545,0;5.8584,-2.2807,0;4.9586,.1613,0;.8677,-.9979,0;.868,2.0137,0;8.7571,-5.2684,0;6.1953,-4.822,0;7.0914,-7.2653,0;8.7688,1.5401,0;8.2123,1.8625,0;9.1796,.1815,0;9.1795,.8236,0;7.3812,1.8622,0;6.8243,1.5428,0;7.3814,-.8573,0;8.7689,-.5351,0;5.0358,.0023,0;5.0358,1.0023,0;8.8953,-2.7539,0;8.7227,-3.7389,0;7.3315,-2.9874,0;2.8483,1.7923,0;9.9655,-3.8887,0;

Duplicates CHEMBL5197506_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197500-0005197749/CHEMBL5197506_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197500-0005197749/CHEMBL5197506_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197500-0005197749/CHEMBL5197506_p0.sdf

Formula	C₂₇H₂₇Cl₂N₃O₂
MW	496.44
InChIKey	BBVDAZWVTVADSO-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	6.16
logP	6.2635
PSA	61.38
MR	140.647
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	11.64514
PM7_Total_Energy_ev	-5361.97698
PM7_Electronic_Energy_ev	-51091.15736
PM7_Dipole_Debye	6.13514
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.922
PM7_LUMO_Energy_ev	-0.425
PM7_COSMO_Area_square_ang	463.61
PM7_COSMO_Volue_cubic_ang	584.28
PM7_Electron_Affinity_ev	0.425
PM7_Ionization_Energy_ev	8.922
PM7_Energy_Gap_ev	8.497
PM7_Global_Hardness_ev	4.2485
PM7_Global_Softness_ev	0.23537719195010004
PM7_Chemical_Potential_ev	-4.6735
PM7_Electronigativity_ev	4.6735
PM7_Back_Donation_Energy_ev	-1.062125
PM7_Electrophilicity_ev	2.5705075026479935
OPENEYE_Name	(2~{S})-2-[[(1~{R},2~{S},3~{S})-1-(1~{H}-benzimidazol-2-ylmethyl)-2-phenyl-3-piperidyl]oxy]-2-(3,5-dichlorophenyl)ethanol
SMILES	c1ccc(cc1)C2C(CCCN2Cc3nc4ccccc4[nH]3)OC(c5cc(cc(c5)Cl)Cl)CO
Canonical_SMILES	OC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccccc1)Cc1nc2c([nH]1)cccc2
InChI	1/C27H27Cl2N3O2/c28-20-13-19(14-21(29)15-20)25(17-33)34-24-11-6-12-32(27(24)18-7-2-1-3-8-18)16-26-30-22-9-4-5-10-23(22)31-26/h1-5,7-10,13-15,24-25,27,33H,6,11-12,16-17H2,(H,30,31)/f/h30H
InChI_3D	1S/C27H27Cl2N3O2/c28-20-13-19(14-21(29)15-20)25(17-33)34-24-11-6-12-32(27(24)18-7-2-1-3-8-18)16-26-30-22-9-4-5-10-23(22)31-26/h1-5,7-10,13-15,24-25,27,33H,6,11-12,16-17H2,(H,30,31)/t24-,25+,27-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,20,6,7,8,9,21,22,10,11,12,25,26,13,14,17,18,15,16,24,27,19,23,33,34,28,29,30,31,32/E:(2,3)(4,5)(7,8)(9,10)(13,14)(20,21)(22,23)(28,29)(30,31)/F:1,2,3,5,4,20,6,7,9,8,21,22,10,11,12,25,26,13,14,17,18,16,15,24,27,19,23,33,34,29,28,30,31,32/E:(2,3)(7,8)(13,14)(20,21)(28,29)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;;;;d6s7;d10s11;d8;d9s15;s10d12;d11s12;;;s20;s20;s13;s21s23;s19;;s14s26;s15d19;s16s19;s22s23s25;s26;s24s27;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s26;s26;s27;s29;s31;/rC:3.7651,-1.6653,0;4.5319,-2.3073,0;3.932,-.6793,0;;0,1.0058,0;5.4751,-1.9597,0;4.8752,-.3317,0;.868,-.4979,0;.868,1.5137,0;8.2877,-5.4406,0;6.5782,-5.1436,0;7.1756,-6.7725,0;5.6515,-.9702,0;7.5219,-4.7974,0;1.736,-.0013,0;1.736,1.0058,0;8.1193,-6.4263,0;6.4002,-6.1329,0;3.2858,.5022,0;8.2986,1.37,0;8.7962,.5025,0;7.2934,1.3699,0;7.2935,-.3651,0;8.2987,-.365,0;5.0358,.5023,0;8.809,-3.2464,0;7.824,-3.0737,0;2.6938,-.3126,0;2.6938,1.3168,0;6.7858,.5024,0;9.794,-3.419,0;7.9966,-2.0887,0;8.8879,-7.0661,0;5.4614,-6.4772,0;3.2959,-1.8382,0;4.4463,-2.7999,0;3.5472,-.36,0;-.4327,-.2506,0;-.4337,1.2545,0;5.8584,-2.2807,0;4.9586,.1613,0;.8677,-.9979,0;.868,2.0137,0;8.7571,-5.2684,0;6.1953,-4.822,0;7.0914,-7.2653,0;8.7688,1.5401,0;8.2123,1.8625,0;9.1796,.1815,0;9.1795,.8236,0;7.3812,1.8622,0;6.8243,1.5428,0;7.3814,-.8573,0;8.7689,-.5351,0;5.0358,.0023,0;5.0358,1.0023,0;8.8953,-2.7539,0;8.7227,-3.7389,0;7.3315,-2.9874,0;2.8483,1.7923,0;9.9655,-3.8887,0;
Duplicates	CHEMBL5197506_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197500-0005197749/CHEMBL5197506_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197500-0005197749/CHEMBL5197506_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197500-0005197749/CHEMBL5197506_p0.sdf