CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186170_p0 (2527996)

Formula C₂₂H₂₇N₃O₃

MW 381.47

InChIKey WQBKWYZZOSUFDL-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.28

logP 2.9922

PSA 74.16

MR 113.769

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -36.77243

PM7_Total_Energy_ev -4509.53045

PM7_Electronic_Energy_ev -35287.26523

PM7_Dipole_Debye 6.42731

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.695

PM7_LUMO_Energy_ev -0.55

PM7_COSMO_Area_square_ang 428.97

PM7_COSMO_Volue_cubic_ang 477.39

PM7_Electron_Affinity_ev 0.55

PM7_Ionization_Energy_ev 8.695

PM7_Energy_Gap_ev 8.145

PM7_Global_Hardness_ev 4.0725

PM7_Global_Softness_ev 0.24554941682013506

PM7_Chemical_Potential_ev -4.6225

PM7_Electronigativity_ev 4.6225

PM7_Back_Donation_Energy_ev -1.018125

PM7_Electrophilicity_ev 2.623389349294045

OPENEYE_Name 4-[[4-(hydroxymethyl)-1-piperidyl]methyl]-~{N}-[(~{E})-(2-methoxyphenyl)methyleneamino]benzamide

SMILES c1ccc(c(c1)C=NNC(=O)c2ccc(cc2)CN3CCC(CC3)CO)OC

Canonical_SMILES OC[C@@H]1CCN(CC1)Cc1ccc(cc1)C(=O)N/N=C/c1ccccc1OC

InChI 1/C22H27N3O3/c1-28-21-5-3-2-4-20(21)14-23-24-22(27)19-8-6-17(7-9-19)15-25-12-10-18(16-26)11-13-25/h2-9,14,18,26H,10-13,15-16H2,1H3,(H,24,27)/f/h24H

InChI_3D 1S/C22H27N3O3/c1-28-21-5-3-2-4-20(21)14-23-24-22(27)19-8-6-17(7-9-19)15-25-12-10-18(16-26)11-13-25/h2-9,14,18,26H,10-13,15-16H2,1H3,(H,24,27)/b23-14+

AuxInfo 1/1/N:20,1,2,3,8,6,7,4,5,15,16,17,18,13,21,22,11,19,9,10,12,14,23,25,24,27,26,28/E:(6,7)(8,9)(10,11)(12,13)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;s4d5;d3;s6d7;d8s10;s10;s9;;;s15;s16;s15s16;;s11;s19;w13;s17s18s21;s14s23;d14;s22;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s22;s22;s25;s27;/rC:-.86,12.2709,0;-1.7231,12.7759,0;-.86,11.2708,0;.8675,5.5233,0;-.8675,5.5233,0;.8675,4.5181,0;-.8675,4.5181,0;-2.5951,12.2759,0;0,6.0208,0;-1.7321,10.7708,0;0,4.0104,0;-2.604,11.2708,0;-1.7321,9.0208,0;0,7.0208,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;-3.4745,9.7734,0;0,3.0104,0;1.1236,-1.3417,0;-.866,8.5208,0;0,2.0104,0;-.866,7.5208,0;.866,7.5208,0;1.7656,-2.1083,0;-3.4715,10.7734,0;-.4262,12.5196,0;-1.7209,13.2759,0;-.4274,11.0202,0;1.3001,5.7739,0;-1.3002,5.7739,0;1.3012,4.2694,0;-1.3012,4.2694,0;-3.0266,12.5285,0;-2.1651,8.7708,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;-2.9745,9.7719,0;-3.9745,9.7748,0;-3.4759,9.2734,0;.5,3.0104,0;-.5,3.0104,0;1.5069,-1.0206,0;.7402,-1.6627,0;-1.299,7.2708,0;2.2581,-2.022,0;

Duplicates CHEMBL5186170_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186170_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186170_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186170_p0.sdf

Formula	C₂₂H₂₇N₃O₃
MW	381.47
InChIKey	WQBKWYZZOSUFDL-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.28
logP	2.9922
PSA	74.16
MR	113.769
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-36.77243
PM7_Total_Energy_ev	-4509.53045
PM7_Electronic_Energy_ev	-35287.26523
PM7_Dipole_Debye	6.42731
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.695
PM7_LUMO_Energy_ev	-0.55
PM7_COSMO_Area_square_ang	428.97
PM7_COSMO_Volue_cubic_ang	477.39
PM7_Electron_Affinity_ev	0.55
PM7_Ionization_Energy_ev	8.695
PM7_Energy_Gap_ev	8.145
PM7_Global_Hardness_ev	4.0725
PM7_Global_Softness_ev	0.24554941682013506
PM7_Chemical_Potential_ev	-4.6225
PM7_Electronigativity_ev	4.6225
PM7_Back_Donation_Energy_ev	-1.018125
PM7_Electrophilicity_ev	2.623389349294045
OPENEYE_Name	4-[[4-(hydroxymethyl)-1-piperidyl]methyl]-~{N}-[(~{E})-(2-methoxyphenyl)methyleneamino]benzamide
SMILES	c1ccc(c(c1)C=NNC(=O)c2ccc(cc2)CN3CCC(CC3)CO)OC
Canonical_SMILES	OC[C@@H]1CCN(CC1)Cc1ccc(cc1)C(=O)N/N=C/c1ccccc1OC
InChI	1/C22H27N3O3/c1-28-21-5-3-2-4-20(21)14-23-24-22(27)19-8-6-17(7-9-19)15-25-12-10-18(16-26)11-13-25/h2-9,14,18,26H,10-13,15-16H2,1H3,(H,24,27)/f/h24H
InChI_3D	1S/C22H27N3O3/c1-28-21-5-3-2-4-20(21)14-23-24-22(27)19-8-6-17(7-9-19)15-25-12-10-18(16-26)11-13-25/h2-9,14,18,26H,10-13,15-16H2,1H3,(H,24,27)/b23-14+
AuxInfo	1/1/N:20,1,2,3,8,6,7,4,5,15,16,17,18,13,21,22,11,19,9,10,12,14,23,25,24,27,26,28/E:(6,7)(8,9)(10,11)(12,13)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;s4d5;d3;s6d7;d8s10;s10;s9;;;s15;s16;s15s16;;s11;s19;w13;s17s18s21;s14s23;d14;s22;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s22;s22;s25;s27;/rC:-.86,12.2709,0;-1.7231,12.7759,0;-.86,11.2708,0;.8675,5.5233,0;-.8675,5.5233,0;.8675,4.5181,0;-.8675,4.5181,0;-2.5951,12.2759,0;0,6.0208,0;-1.7321,10.7708,0;0,4.0104,0;-2.604,11.2708,0;-1.7321,9.0208,0;0,7.0208,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;-3.4745,9.7734,0;0,3.0104,0;1.1236,-1.3417,0;-.866,8.5208,0;0,2.0104,0;-.866,7.5208,0;.866,7.5208,0;1.7656,-2.1083,0;-3.4715,10.7734,0;-.4262,12.5196,0;-1.7209,13.2759,0;-.4274,11.0202,0;1.3001,5.7739,0;-1.3002,5.7739,0;1.3012,4.2694,0;-1.3012,4.2694,0;-3.0266,12.5285,0;-2.1651,8.7708,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;-2.9745,9.7719,0;-3.9745,9.7748,0;-3.4759,9.2734,0;.5,3.0104,0;-.5,3.0104,0;1.5069,-1.0206,0;.7402,-1.6627,0;-1.299,7.2708,0;2.2581,-2.022,0;
Duplicates	CHEMBL5186170_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186170_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186170_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186170_p0.sdf