CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186047 (2527869)

Formula C₂₂H₁₅NO₆

MW 389.36

InChIKey AUEUXPZFZDHVHY-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 47

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.07

logP 3.7879

PSA 120

MR 109.984

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -141.02509

PM7_Total_Energy_ev -4861.50456

PM7_Electronic_Energy_ev -34564.8575

PM7_Dipole_Debye 2.67218

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.931

PM7_LUMO_Energy_ev -1.077

PM7_COSMO_Area_square_ang 390.7

PM7_COSMO_Volue_cubic_ang 426.21

PM7_Electron_Affinity_ev 1.077

PM7_Ionization_Energy_ev 8.931

PM7_Energy_Gap_ev 7.854

PM7_Global_Hardness_ev 3.927

PM7_Global_Softness_ev 0.2546473134708429

PM7_Chemical_Potential_ev -5.004

PM7_Electronigativity_ev 5.004

PM7_Back_Donation_Energy_ev -0.98175

PM7_Electrophilicity_ev 3.1881864018334607

OPENEYE_Name (~{E})-~{N}-(9-oxoxanthen-2-yl)-3-(3,4,5-trihydroxyphenyl)prop-2-enamide

SMILES c1ccc2c(c1)c(=O)c3cc(ccc3o2)NC(=O)C=Cc4cc(c(c(c4)O)O)O

Canonical_SMILES O=C(Nc1ccc2c(c1)c(=O)c1c(o2)cccc1)/C=C/c1cc(O)c(c(c1)O)O

InChI 1/C22H15NO6/c24-16-9-12(10-17(25)22(16)28)5-8-20(26)23-13-6-7-19-15(11-13)21(27)14-3-1-2-4-18(14)29-19/h1-11,24-25,28H,(H,23,26)/f/h23H

InChI_3D 1S/C22H15NO6/c24-16-9-12(10-17(25)22(16)28)5-8-20(26)23-13-6-7-19-15(11-13)21(27)14-3-1-2-4-18(14)29-19/h1-11,24-25,28H,(H,23,26)/b8-5+

AuxInfo 1/1/N:1,2,3,5,20,4,6,21,8,9,7,12,13,10,11,16,17,14,15,22,19,18,23,27,28,25,24,29,26/E:(9,10)(16,17)(24,25)/F:m/E:m/rA:44nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;;;d3;s7;d8s9;s4d7;d5s10;s6d11;s8;d9;d16s17;s10s11;s12;w20;s21;s13s22;d19;d22;s14s15;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s20;s21;s23;s27;s28;s29;/rC:;0,-1.0057,0;.8679,.5079,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.3415,.5094,0;7.8136,4.5011,0;8.6801,2.9979,0;1.7358,0,0;3.4735,.0022,0;7.8159,3.501,0;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;8.6845,5.0031,0;9.551,3.4999,0;9.5576,4.505,0;2.6012,.5067,0;6.9495,3.0016,0;6.9488,2.0016,0;6.0824,1.5022,0;6.0818,.5022,0;2.5985,1.5067,0;5.2168,2.0028,0;2.6038,-1.5046,0;8.6822,6.0031,0;10.4152,2.9968,0;10.424,5.0044,0;-.4337,.2487,0;-.4326,-1.2564,0;.8679,1.0079,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.3406,1.0094,0;7.3804,4.7507,0;8.6791,2.4979,0;6.5167,3.2519,0;7.3817,1.7513,0;6.5146,.2519,0;8.2487,6.2521,0;10.8491,3.2452,0;10.4243,5.5044,0;

Duplicates CHEMBL5186047

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186047.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186047.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186047.sdf

Formula	C₂₂H₁₅NO₆
MW	389.36
InChIKey	AUEUXPZFZDHVHY-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	47
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.07
logP	3.7879
PSA	120
MR	109.984
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-141.02509
PM7_Total_Energy_ev	-4861.50456
PM7_Electronic_Energy_ev	-34564.8575
PM7_Dipole_Debye	2.67218
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.931
PM7_LUMO_Energy_ev	-1.077
PM7_COSMO_Area_square_ang	390.7
PM7_COSMO_Volue_cubic_ang	426.21
PM7_Electron_Affinity_ev	1.077
PM7_Ionization_Energy_ev	8.931
PM7_Energy_Gap_ev	7.854
PM7_Global_Hardness_ev	3.927
PM7_Global_Softness_ev	0.2546473134708429
PM7_Chemical_Potential_ev	-5.004
PM7_Electronigativity_ev	5.004
PM7_Back_Donation_Energy_ev	-0.98175
PM7_Electrophilicity_ev	3.1881864018334607
OPENEYE_Name	(~{E})-~{N}-(9-oxoxanthen-2-yl)-3-(3,4,5-trihydroxyphenyl)prop-2-enamide
SMILES	c1ccc2c(c1)c(=O)c3cc(ccc3o2)NC(=O)C=Cc4cc(c(c(c4)O)O)O
Canonical_SMILES	O=C(Nc1ccc2c(c1)c(=O)c1c(o2)cccc1)/C=C/c1cc(O)c(c(c1)O)O
InChI	1/C22H15NO6/c24-16-9-12(10-17(25)22(16)28)5-8-20(26)23-13-6-7-19-15(11-13)21(27)14-3-1-2-4-18(14)29-19/h1-11,24-25,28H,(H,23,26)/f/h23H
InChI_3D	1S/C22H15NO6/c24-16-9-12(10-17(25)22(16)28)5-8-20(26)23-13-6-7-19-15(11-13)21(27)14-3-1-2-4-18(14)29-19/h1-11,24-25,28H,(H,23,26)/b8-5+
AuxInfo	1/1/N:1,2,3,5,20,4,6,21,8,9,7,12,13,10,11,16,17,14,15,22,19,18,23,27,28,25,24,29,26/E:(9,10)(16,17)(24,25)/F:m/E:m/rA:44nCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;;;d3;s7;d8s9;s4d7;d5s10;s6d11;s8;d9;d16s17;s10s11;s12;w20;s21;s13s22;d19;d22;s14s15;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s20;s21;s23;s27;s28;s29;/rC:;0,-1.0057,0;.8679,.5079,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.3415,.5094,0;7.8136,4.5011,0;8.6801,2.9979,0;1.7358,0,0;3.4735,.0022,0;7.8159,3.501,0;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;8.6845,5.0031,0;9.551,3.4999,0;9.5576,4.505,0;2.6012,.5067,0;6.9495,3.0016,0;6.9488,2.0016,0;6.0824,1.5022,0;6.0818,.5022,0;2.5985,1.5067,0;5.2168,2.0028,0;2.6038,-1.5046,0;8.6822,6.0031,0;10.4152,2.9968,0;10.424,5.0044,0;-.4337,.2487,0;-.4326,-1.2564,0;.8679,1.0079,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.3406,1.0094,0;7.3804,4.7507,0;8.6791,2.4979,0;6.5167,3.2519,0;7.3817,1.7513,0;6.5146,.2519,0;8.2487,6.2521,0;10.8491,3.2452,0;10.4243,5.5044,0;
Duplicates	CHEMBL5186047
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186047.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186047.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186047.sdf