CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185769 (2527568)

Formula C₂₂H₁₅NO₅

MW 373.36

InChIKey OPNXDODAFHUANQ-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 46

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.74

logP 4.0823

PSA 99.77

MR 107.961

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -99.88859

PM7_Total_Energy_ev -4566.24338

PM7_Electronic_Energy_ev -32239.81033

PM7_Dipole_Debye 1.38113

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.878

PM7_LUMO_Energy_ev -1.039

PM7_COSMO_Area_square_ang 382.87

PM7_COSMO_Volue_cubic_ang 417.02

PM7_Electron_Affinity_ev 1.039

PM7_Ionization_Energy_ev 8.878

PM7_Energy_Gap_ev 7.839

PM7_Global_Hardness_ev 3.9195

PM7_Global_Softness_ev 0.25513458349279244

PM7_Chemical_Potential_ev -4.9585

PM7_Electronigativity_ev 4.9585

PM7_Back_Donation_Energy_ev -0.979875

PM7_Electrophilicity_ev 3.1364615703533616

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

SMILES c1ccc2c(c1)c(=O)c3cc(ccc3o2)NC(=O)C=Cc4ccc(c(c4)O)O

Canonical_SMILES O=C(Nc1ccc2c(c1)c(=O)c1c(o2)cccc1)/C=C/c1ccc(c(c1)O)O

InChI 1/C22H15NO5/c24-17-8-5-13(11-18(17)25)6-10-21(26)23-14-7-9-20-16(12-14)22(27)15-3-1-2-4-19(15)28-20/h1-12,24-25H,(H,23,26)/f/h23H

InChI_3D 1S/C22H15NO5/c24-17-8-5-13(11-18(17)25)6-10-21(26)23-14-7-9-20-16(12-14)22(27)15-3-1-2-4-19(15)28-20/h1-12,24-25H,(H,23,26)/b10-6+

AuxInfo 1/1/N:1,2,3,6,4,20,5,8,7,21,10,9,13,14,11,12,17,18,15,16,22,19,23,27,28,25,24,26/F:m/rA:43nCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d5;d4;;;d3;s9;s4d10;s5d9;d6s11;s7d12;s8;s10d17;s11s12;s13;w20;s21;s14s22;d19;d22;s15s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s21;s23;s27;s28;/rC:;0,-1.0057,0;.8679,.5079,0;7.818,4.5011,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;8.6822,5.0042,0;4.3415,.5094,0;8.6868,2.9991,0;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;9.5531,4.5023,0;9.5598,3.4972,0;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;10.4173,5.0055,0;10.4262,2.9979,0;-.4337,.2487,0;-.4326,-1.2564,0;.8679,1.0079,0;7.3848,4.7507,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;8.6811,5.5042,0;4.3406,1.0094,0;8.6857,2.4991,0;6.5167,3.2519,0;7.3817,1.7513,0;6.5146,.2519,0;10.4154,5.5055,0;10.8591,3.2482,0;

Duplicates CHEMBL5185769

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185769.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185769.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185769.sdf

Formula	C₂₂H₁₅NO₅
MW	373.36
InChIKey	OPNXDODAFHUANQ-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	46
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.74
logP	4.0823
PSA	99.77
MR	107.961
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-99.88859
PM7_Total_Energy_ev	-4566.24338
PM7_Electronic_Energy_ev	-32239.81033
PM7_Dipole_Debye	1.38113
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.878
PM7_LUMO_Energy_ev	-1.039
PM7_COSMO_Area_square_ang	382.87
PM7_COSMO_Volue_cubic_ang	417.02
PM7_Electron_Affinity_ev	1.039
PM7_Ionization_Energy_ev	8.878
PM7_Energy_Gap_ev	7.839
PM7_Global_Hardness_ev	3.9195
PM7_Global_Softness_ev	0.25513458349279244
PM7_Chemical_Potential_ev	-4.9585
PM7_Electronigativity_ev	4.9585
PM7_Back_Donation_Energy_ev	-0.979875
PM7_Electrophilicity_ev	3.1364615703533616
OPENEYE_Name	(~{E})-3-(3,4-dihydroxyphenyl)-~{N}-(9-oxoxanthen-2-yl)prop-2-enamide
SMILES	c1ccc2c(c1)c(=O)c3cc(ccc3o2)NC(=O)C=Cc4ccc(c(c4)O)O
Canonical_SMILES	O=C(Nc1ccc2c(c1)c(=O)c1c(o2)cccc1)/C=C/c1ccc(c(c1)O)O
InChI	1/C22H15NO5/c24-17-8-5-13(11-18(17)25)6-10-21(26)23-14-7-9-20-16(12-14)22(27)15-3-1-2-4-19(15)28-20/h1-12,24-25H,(H,23,26)/f/h23H
InChI_3D	1S/C22H15NO5/c24-17-8-5-13(11-18(17)25)6-10-21(26)23-14-7-9-20-16(12-14)22(27)15-3-1-2-4-19(15)28-20/h1-12,24-25H,(H,23,26)/b10-6+
AuxInfo	1/1/N:1,2,3,6,4,20,5,8,7,21,10,9,13,14,11,12,17,18,15,16,22,19,23,27,28,25,24,26/F:m/rA:43nCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d5;d4;;;d3;s9;s4d10;s5d9;d6s11;s7d12;s8;s10d17;s11s12;s13;w20;s21;s14s22;d19;d22;s15s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s21;s23;s27;s28;/rC:;0,-1.0057,0;.8679,.5079,0;7.818,4.5011,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;8.6822,5.0042,0;4.3415,.5094,0;8.6868,2.9991,0;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;9.5531,4.5023,0;9.5598,3.4972,0;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;10.4173,5.0055,0;10.4262,2.9979,0;-.4337,.2487,0;-.4326,-1.2564,0;.8679,1.0079,0;7.3848,4.7507,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;8.6811,5.5042,0;4.3406,1.0094,0;8.6857,2.4991,0;6.5167,3.2519,0;7.3817,1.7513,0;6.5146,.2519,0;10.4154,5.5055,0;10.8591,3.2482,0;
Duplicates	CHEMBL5185769
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185769.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185769.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185769.sdf