CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06190_p0 (5699)

Formula C₂₃H₂₃ClN₂O₃

MW 410.9

InChIKey LLDXOPKUNJTIRF-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 11

Unbranched_Chain 5

Chiral_Centers 1

ONatoms 5

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.61

logP 4.9042

PSA 81.59

MR 116.025

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -63.52616

PM7_Total_Energy_ev -4660.38416

PM7_Electronic_Energy_ev -35309.59422

PM7_Dipole_Debye 2.57439

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.217

PM7_LUMO_Energy_ev -0.671

PM7_COSMO_Area_square_ang 446.89

PM7_COSMO_Volue_cubic_ang 487.59

PM7_Electron_Affinity_ev 0.671

PM7_Ionization_Energy_ev 8.217

PM7_Energy_Gap_ev 7.546

PM7_Global_Hardness_ev 3.773

PM7_Global_Softness_ev 0.26504108136761195

PM7_Chemical_Potential_ev -4.444

PM7_Electronigativity_ev 4.444

PM7_Back_Donation_Energy_ev -0.94325

PM7_Electrophilicity_ev 2.6171661807580175

OPENEYE_Name 3-[3-[2-[[(2~{R})-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]ethylamino]phenyl]benzoic acid

SMILES c1cc(cc(c1)C(=O)O)c2cccc(c2)NCCNCC(c3cccc(c3)Cl)O

Canonical_SMILES Clc1cccc(c1)[C@H](CNCCNc1cccc(c1)c1cccc(c1)C(=O)O)O

InChI 1/C23H23ClN2O3/c24-20-8-2-6-18(13-20)22(27)15-25-10-11-26-21-9-3-5-17(14-21)16-4-1-7-19(12-16)23(28)29/h1-9,12-14,22,25-27H,10-11,15H2,(H,28,29)/f/h28H

InChI_3D 1S/C23H23ClN2O3/c24-20-8-2-6-18(13-20)22(27)15-25-10-11-26-21-9-3-5-17(14-21)16-4-1-7-19(12-16)23(28)29/h1-9,12-14,22,25-27H,10-11,15H2,(H,28,29)/t22-/m0/s1

AuxInfo 1/1/N:1,3,2,4,5,7,6,9,8,21,20,10,12,11,22,13,14,16,15,18,17,23,19,29,25,24,28,26,27/E:(28,29)/F:1,3,2,4,5,7,6,9,8,21,20,10,12,11,22,13,14,16,15,18,17,23,19,29,25,24,28,27,26/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s1;d3;s2;s3;;;;s4d10;s5d11s13;d6s10;s7d12;d8s11;d9s12;s15;;s20;;s16s22;s17s20;s21s22;d19;s19;s23;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s22;s23;s24;s25;s27;s28;/rC:-.8675,.4975,0;3.4678,-.0038,0;8.6618,-1.0128,0;;2.6003,.4937,0;-.8675,1.5027,0;7.7979,-1.5166,0;3.4678,-1.009,0;9.533,-1.5142,0;.8675,1.5027,0;1.7328,-1.009,0;8.6677,-3.018,0;.8675,.4975,0;1.7328,-.0038,0;0,2.0104,0;7.7965,-2.5167,0;2.6003,-1.5167,0;9.5404,-2.5193,0;0,3.0104,0;3.4663,-3.0167,0;4.3324,-3.5167,0;6.0644,-3.5167,0;6.9304,-3.0167,0;2.6003,-2.5167,0;5.1984,-4.0167,0;.866,3.5104,0;-.866,3.5104,0;7.4304,-3.8827,0;10.4072,-3.018,0;-1.3001,.2469,0;3.9004,.2469,0;8.6603,-.5128,0;0,-.5,0;2.6003,.9937,0;-1.3012,1.7514,0;7.3645,-1.2673,0;3.9015,-1.2577,0;9.9649,-1.2623,0;1.3012,1.7514,0;1.2991,-1.2577,0;8.667,-3.518,0;3.2163,-3.4497,0;3.7163,-2.5836,0;4.5824,-3.0836,0;4.0824,-3.9497,0;6.3144,-3.9497,0;5.8144,-3.0836,0;6.6804,-2.5836,0;2.1673,-2.7667,0;5.1984,-4.5167,0;-.866,4.0104,0;7.1804,-4.3157,0;

Duplicates DB06190_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06190_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06190_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06190_p0.sdf

Formula	C₂₃H₂₃ClN₂O₃
MW	410.9
InChIKey	LLDXOPKUNJTIRF-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	11
Unbranched_Chain	5
Chiral_Centers	1
ONatoms	5
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.61
logP	4.9042
PSA	81.59
MR	116.025
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-63.52616
PM7_Total_Energy_ev	-4660.38416
PM7_Electronic_Energy_ev	-35309.59422
PM7_Dipole_Debye	2.57439
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.217
PM7_LUMO_Energy_ev	-0.671
PM7_COSMO_Area_square_ang	446.89
PM7_COSMO_Volue_cubic_ang	487.59
PM7_Electron_Affinity_ev	0.671
PM7_Ionization_Energy_ev	8.217
PM7_Energy_Gap_ev	7.546
PM7_Global_Hardness_ev	3.773
PM7_Global_Softness_ev	0.26504108136761195
PM7_Chemical_Potential_ev	-4.444
PM7_Electronigativity_ev	4.444
PM7_Back_Donation_Energy_ev	-0.94325
PM7_Electrophilicity_ev	2.6171661807580175
OPENEYE_Name	3-[3-[2-[[(2~{R})-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]ethylamino]phenyl]benzoic acid
SMILES	c1cc(cc(c1)C(=O)O)c2cccc(c2)NCCNCC(c3cccc(c3)Cl)O
Canonical_SMILES	Clc1cccc(c1)[C@H](CNCCNc1cccc(c1)c1cccc(c1)C(=O)O)O
InChI	1/C23H23ClN2O3/c24-20-8-2-6-18(13-20)22(27)15-25-10-11-26-21-9-3-5-17(14-21)16-4-1-7-19(12-16)23(28)29/h1-9,12-14,22,25-27H,10-11,15H2,(H,28,29)/f/h28H
InChI_3D	1S/C23H23ClN2O3/c24-20-8-2-6-18(13-20)22(27)15-25-10-11-26-21-9-3-5-17(14-21)16-4-1-7-19(12-16)23(28)29/h1-9,12-14,22,25-27H,10-11,15H2,(H,28,29)/t22-/m0/s1
AuxInfo	1/1/N:1,3,2,4,5,7,6,9,8,21,20,10,12,11,22,13,14,16,15,18,17,23,19,29,25,24,28,26,27/E:(28,29)/F:1,3,2,4,5,7,6,9,8,21,20,10,12,11,22,13,14,16,15,18,17,23,19,29,25,24,28,27,26/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s1;d3;s2;s3;;;;s4d10;s5d11s13;d6s10;s7d12;d8s11;d9s12;s15;;s20;;s16s22;s17s20;s21s22;d19;s19;s23;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s22;s23;s24;s25;s27;s28;/rC:-.8675,.4975,0;3.4678,-.0038,0;8.6618,-1.0128,0;;2.6003,.4937,0;-.8675,1.5027,0;7.7979,-1.5166,0;3.4678,-1.009,0;9.533,-1.5142,0;.8675,1.5027,0;1.7328,-1.009,0;8.6677,-3.018,0;.8675,.4975,0;1.7328,-.0038,0;0,2.0104,0;7.7965,-2.5167,0;2.6003,-1.5167,0;9.5404,-2.5193,0;0,3.0104,0;3.4663,-3.0167,0;4.3324,-3.5167,0;6.0644,-3.5167,0;6.9304,-3.0167,0;2.6003,-2.5167,0;5.1984,-4.0167,0;.866,3.5104,0;-.866,3.5104,0;7.4304,-3.8827,0;10.4072,-3.018,0;-1.3001,.2469,0;3.9004,.2469,0;8.6603,-.5128,0;0,-.5,0;2.6003,.9937,0;-1.3012,1.7514,0;7.3645,-1.2673,0;3.9015,-1.2577,0;9.9649,-1.2623,0;1.3012,1.7514,0;1.2991,-1.2577,0;8.667,-3.518,0;3.2163,-3.4497,0;3.7163,-2.5836,0;4.5824,-3.0836,0;4.0824,-3.9497,0;6.3144,-3.9497,0;5.8144,-3.0836,0;6.6804,-2.5836,0;2.1673,-2.7667,0;5.1984,-4.5167,0;-.866,4.0104,0;7.1804,-4.3157,0;
Duplicates	DB06190_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06190_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06190_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06190_p0.sdf