CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178239 (94374)

Formula C₂₂H₂₂O₇

MW 398.41

InChIKey LOFJXYSYEDFQAI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2

logP 4.1027

PSA 109.36

MR 110.693

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -224.3506

PM7_Total_Energy_ev -5065.11068

PM7_Electronic_Energy_ev -40475.20189

PM7_Dipole_Debye 2.98819

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.578

PM7_LUMO_Energy_ev -0.646

PM7_COSMO_Area_square_ang 400.13

PM7_COSMO_Volue_cubic_ang 458.18

PM7_Electron_Affinity_ev 0.646

PM7_Ionization_Energy_ev 8.578

PM7_Energy_Gap_ev 7.932

PM7_Global_Hardness_ev 3.966

PM7_Global_Softness_ev 0.2521432173474534

PM7_Chemical_Potential_ev -4.612

PM7_Electronigativity_ev 4.612

PM7_Back_Donation_Energy_ev -0.9915

PM7_Electrophilicity_ev 2.681611699445285

OPENEYE_Name 5,7-dihydroxy-3-(4-hydroxy-2,5-dimethoxy-phenyl)-6-(3-methylbut-2-enyl)chromen-4-one

SMILES c1c(c(cc(c1OC)O)OC)c2coc3cc(c(c(c3c2=O)O)CC=C(C)C)O

Canonical_SMILES COc1cc(O)c(cc1c1coc2c(c1=O)c(O)c(c(c2)O)CC=C(C)C)OC

InChI 1/C22H22O7/c1-11(2)5-6-12-15(23)8-19-20(21(12)25)22(26)14(10-29-19)13-7-18(28-4)16(24)9-17(13)27-3/h5,7-10,23-25H,6H2,1-4H3

InChI_3D 1S/C22H22O7/c1-11(2)5-6-12-15(23)8-19-20(21(12)25)22(26)14(10-29-19)13-7-18(28-4)16(24)9-17(13)27-3/h5,7-10,23-25H,6H2,1-4H3

AuxInfo 1/0/N:18,19,21,20,16,22,1,2,3,13,17,6,4,14,9,11,10,8,7,5,12,15,25,26,27,23,29,28,24/E:(1,2)/rA:51nCCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;;d2s5;s1;s2d6;d3s4;s3d8;d5s6;;s4d13;s5s14;;d16;s17;s17;;;s6s16;d15;s7s13;s9;s11;s12;s8s20;s10s21;s1;s2;s3;s13;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;s26;s27;/rC:5.2067,-.0057,0;.868,1.5138,0;5.2044,-2.0109,0;4.3408,-.5059,0;1.736,-.0012,0;;1.7374,1.0057,0;6.0759,-.5106,0;0,1.0057,0;4.3352,-1.5059,0;6.0791,-1.5158,0;.868,-.4978,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-1.7306,-1.0025,0;-1.7292,-2.0025,0;-2.5945,-2.5038,0;-.8624,-2.5012,0;6.9415,.9896,0;3.463,-3.0023,0;-.8653,-.5013,0;2.5998,-1.5032,0;2.6052,1.5109,0;-.8675,1.5031,0;6.9438,-2.0181,0;.8675,-1.4978,0;6.9418,-.0104,0;3.4671,-2.0024,0;5.2073,.4943,0;.8678,2.0138,0;5.2016,-2.5108,0;3.911,1.2524,0;-2.164,-.7531,0;-2.8451,-2.0711,0;-2.3438,-2.9364,0;-3.0271,-2.7544,0;-.613,-2.0679,0;-1.1118,-2.9346,0;-.429,-2.7506,0;6.4415,.9895,0;7.4415,.9897,0;6.9414,1.4896,0;3.963,-3.0044,0;2.963,-3.0003,0;3.4609,-3.5023,0;-1.1159,-.0686,0;-.6147,-.9339,0;-1.2998,1.2518,0;7.3775,-1.7692,0;1.3004,-1.748,0;

Duplicates ChEBI178239

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178239.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178239.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178239.sdf

Formula	C₂₂H₂₂O₇
MW	398.41
InChIKey	LOFJXYSYEDFQAI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2
logP	4.1027
PSA	109.36
MR	110.693
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-224.3506
PM7_Total_Energy_ev	-5065.11068
PM7_Electronic_Energy_ev	-40475.20189
PM7_Dipole_Debye	2.98819
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.578
PM7_LUMO_Energy_ev	-0.646
PM7_COSMO_Area_square_ang	400.13
PM7_COSMO_Volue_cubic_ang	458.18
PM7_Electron_Affinity_ev	0.646
PM7_Ionization_Energy_ev	8.578
PM7_Energy_Gap_ev	7.932
PM7_Global_Hardness_ev	3.966
PM7_Global_Softness_ev	0.2521432173474534
PM7_Chemical_Potential_ev	-4.612
PM7_Electronigativity_ev	4.612
PM7_Back_Donation_Energy_ev	-0.9915
PM7_Electrophilicity_ev	2.681611699445285
OPENEYE_Name	5,7-dihydroxy-3-(4-hydroxy-2,5-dimethoxy-phenyl)-6-(3-methylbut-2-enyl)chromen-4-one
SMILES	c1c(c(cc(c1OC)O)OC)c2coc3cc(c(c(c3c2=O)O)CC=C(C)C)O
Canonical_SMILES	COc1cc(O)c(cc1c1coc2c(c1=O)c(O)c(c(c2)O)CC=C(C)C)OC
InChI	1/C22H22O7/c1-11(2)5-6-12-15(23)8-19-20(21(12)25)22(26)14(10-29-19)13-7-18(28-4)16(24)9-17(13)27-3/h5,7-10,23-25H,6H2,1-4H3
InChI_3D	1S/C22H22O7/c1-11(2)5-6-12-15(23)8-19-20(21(12)25)22(26)14(10-29-19)13-7-18(28-4)16(24)9-17(13)27-3/h5,7-10,23-25H,6H2,1-4H3
AuxInfo	1/0/N:18,19,21,20,16,22,1,2,3,13,17,6,4,14,9,11,10,8,7,5,12,15,25,26,27,23,29,28,24/E:(1,2)/rA:51nCCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;;d2s5;s1;s2d6;d3s4;s3d8;d5s6;;s4d13;s5s14;;d16;s17;s17;;;s6s16;d15;s7s13;s9;s11;s12;s8s20;s10s21;s1;s2;s3;s13;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;s26;s27;/rC:5.2067,-.0057,0;.868,1.5138,0;5.2044,-2.0109,0;4.3408,-.5059,0;1.736,-.0012,0;;1.7374,1.0057,0;6.0759,-.5106,0;0,1.0057,0;4.3352,-1.5059,0;6.0791,-1.5158,0;.868,-.4978,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-1.7306,-1.0025,0;-1.7292,-2.0025,0;-2.5945,-2.5038,0;-.8624,-2.5012,0;6.9415,.9896,0;3.463,-3.0023,0;-.8653,-.5013,0;2.5998,-1.5032,0;2.6052,1.5109,0;-.8675,1.5031,0;6.9438,-2.0181,0;.8675,-1.4978,0;6.9418,-.0104,0;3.4671,-2.0024,0;5.2073,.4943,0;.8678,2.0138,0;5.2016,-2.5108,0;3.911,1.2524,0;-2.164,-.7531,0;-2.8451,-2.0711,0;-2.3438,-2.9364,0;-3.0271,-2.7544,0;-.613,-2.0679,0;-1.1118,-2.9346,0;-.429,-2.7506,0;6.4415,.9895,0;7.4415,.9897,0;6.9414,1.4896,0;3.963,-3.0044,0;2.963,-3.0003,0;3.4609,-3.5023,0;-1.1159,-.0686,0;-.6147,-.9339,0;-1.2998,1.2518,0;7.3775,-1.7692,0;1.3004,-1.748,0;
Duplicates	ChEBI178239
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178239.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178239.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178239.sdf