CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191562 (2533898)

Formula C₂₀H₂₃NO₆

MW 373.4

InChIKey VWXASNFWZBYNIB-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 51

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.57

logP 2.7863

PSA 86.25

MR 102.463

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -171.91251

PM7_Total_Energy_ev -4723.09177

PM7_Electronic_Energy_ev -37906.02956

PM7_Dipole_Debye 3.10102

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.836

PM7_LUMO_Energy_ev -0.498

PM7_COSMO_Area_square_ang 385.3

PM7_COSMO_Volue_cubic_ang 455.1

PM7_Electron_Affinity_ev 0.498

PM7_Ionization_Energy_ev 8.836

PM7_Energy_Gap_ev 8.338

PM7_Global_Hardness_ev 4.169

PM7_Global_Softness_ev 0.23986567522187574

PM7_Chemical_Potential_ev -4.667

PM7_Electronigativity_ev 4.667

PM7_Back_Donation_Energy_ev -1.04225

PM7_Electrophilicity_ev 2.612243823458863

OPENEYE_Name 2-hydroxy-~{N}-[5-methoxy-2-[1-(3,4,5-trimethoxyphenyl)vinyl]phenyl]acetamide

SMILES c1cc(cc(c1C(=C)c2cc(c(c(c2)OC)OC)OC)NC(=O)CO)OC

Canonical_SMILES OCC(=O)Nc1cc(OC)ccc1C(=C)c1cc(OC)c(c(c1)OC)OC

InChI 1/C20H23NO6/c1-12(13-8-17(25-3)20(27-5)18(9-13)26-4)15-7-6-14(24-2)10-16(15)21-19(23)11-22/h6-10,22H,1,11H2,2-5H3,(H,21,23)/f/h21H

InChI_3D 1S/C20H23NO6/c1-12(13-8-17(25-3)20(27-5)18(9-13)26-4)15-7-6-14(24-2)10-16(15)21-19(23)11-22/h6-10,22H,1,11H2,2-5H3,(H,21,23)

AuxInfo 1/1/N:13,16,17,18,19,2,1,3,4,5,20,14,7,9,6,8,10,11,15,12,21,23,22,24,25,26,27/E:(3,4)(8,9)(17,18)(25,26)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;d3s4;s5d6;s2d5;s3;d4;d10s11;;s6s7d13;;;;;;s15;s8s15;d15;s20;s9s16;s10s17;s11s18;s12s19;s1;s2;s3;s4;s5;s13;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s23;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.7306,-1.7475,0;-.8631,-3.25,0;.8675,1.5027,0;;-.866,-2.25,0;.8675,.4975,0;0,2.0104,0;-2.6012,-2.2501,0;-1.7337,-3.7526,0;-2.6071,-3.2552,0;.866,-2.25,0;0,-1.75,0;2.5995,.495,0;-.866,3.5104,0;-3.4627,-.7475,0;-2.5952,-5.2552,0;-4.3391,-3.2552,0;3.4648,-.0063,0;1.7328,-.0038,0;2.601,1.495,0;4.3301,-.5075,0;0,3.0104,0;-3.4657,-1.7475,0;-1.7307,-4.7526,0;-3.4731,-3.7552,0;-1.3001,.2469,0;-1.3012,1.7514,0;-1.7299,-1.2475,0;-.4297,-3.4994,0;1.3012,1.7514,0;.866,-2.75,0;1.299,-2,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;-3.9627,-.7461,0;-2.9628,-.749,0;-3.4613,-.2475,0;-2.8465,-4.8229,0;-2.344,-5.6874,0;-3.0275,-5.5065,0;-4.5891,-3.6882,0;-4.0891,-2.8222,0;-4.7721,-3.0052,0;3.7155,.4264,0;3.2142,-.4389,0;1.7321,-.5038,0;4.7635,-.2582,0;

Duplicates CHEMBL5191562

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191562.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191562.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191562.sdf

Formula	C₂₀H₂₃NO₆
MW	373.4
InChIKey	VWXASNFWZBYNIB-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	51
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.57
logP	2.7863
PSA	86.25
MR	102.463
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-171.91251
PM7_Total_Energy_ev	-4723.09177
PM7_Electronic_Energy_ev	-37906.02956
PM7_Dipole_Debye	3.10102
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.836
PM7_LUMO_Energy_ev	-0.498
PM7_COSMO_Area_square_ang	385.3
PM7_COSMO_Volue_cubic_ang	455.1
PM7_Electron_Affinity_ev	0.498
PM7_Ionization_Energy_ev	8.836
PM7_Energy_Gap_ev	8.338
PM7_Global_Hardness_ev	4.169
PM7_Global_Softness_ev	0.23986567522187574
PM7_Chemical_Potential_ev	-4.667
PM7_Electronigativity_ev	4.667
PM7_Back_Donation_Energy_ev	-1.04225
PM7_Electrophilicity_ev	2.612243823458863
OPENEYE_Name	2-hydroxy-~{N}-[5-methoxy-2-[1-(3,4,5-trimethoxyphenyl)vinyl]phenyl]acetamide
SMILES	c1cc(cc(c1C(=C)c2cc(c(c(c2)OC)OC)OC)NC(=O)CO)OC
Canonical_SMILES	OCC(=O)Nc1cc(OC)ccc1C(=C)c1cc(OC)c(c(c1)OC)OC
InChI	1/C20H23NO6/c1-12(13-8-17(25-3)20(27-5)18(9-13)26-4)15-7-6-14(24-2)10-16(15)21-19(23)11-22/h6-10,22H,1,11H2,2-5H3,(H,21,23)/f/h21H
InChI_3D	1S/C20H23NO6/c1-12(13-8-17(25-3)20(27-5)18(9-13)26-4)15-7-6-14(24-2)10-16(15)21-19(23)11-22/h6-10,22H,1,11H2,2-5H3,(H,21,23)
AuxInfo	1/1/N:13,16,17,18,19,2,1,3,4,5,20,14,7,9,6,8,10,11,15,12,21,23,22,24,25,26,27/E:(3,4)(8,9)(17,18)(25,26)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;d3s4;s5d6;s2d5;s3;d4;d10s11;;s6s7d13;;;;;;s15;s8s15;d15;s20;s9s16;s10s17;s11s18;s12s19;s1;s2;s3;s4;s5;s13;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s23;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.7306,-1.7475,0;-.8631,-3.25,0;.8675,1.5027,0;;-.866,-2.25,0;.8675,.4975,0;0,2.0104,0;-2.6012,-2.2501,0;-1.7337,-3.7526,0;-2.6071,-3.2552,0;.866,-2.25,0;0,-1.75,0;2.5995,.495,0;-.866,3.5104,0;-3.4627,-.7475,0;-2.5952,-5.2552,0;-4.3391,-3.2552,0;3.4648,-.0063,0;1.7328,-.0038,0;2.601,1.495,0;4.3301,-.5075,0;0,3.0104,0;-3.4657,-1.7475,0;-1.7307,-4.7526,0;-3.4731,-3.7552,0;-1.3001,.2469,0;-1.3012,1.7514,0;-1.7299,-1.2475,0;-.4297,-3.4994,0;1.3012,1.7514,0;.866,-2.75,0;1.299,-2,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;-3.9627,-.7461,0;-2.9628,-.749,0;-3.4613,-.2475,0;-2.8465,-4.8229,0;-2.344,-5.6874,0;-3.0275,-5.5065,0;-4.5891,-3.6882,0;-4.0891,-2.8222,0;-4.7721,-3.0052,0;3.7155,.4264,0;3.2142,-.4389,0;1.7321,-.5038,0;4.7635,-.2582,0;
Duplicates	CHEMBL5191562
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191562.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191562.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191562.sdf