CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188086 (102450)

Formula C₂₄H₂₄O₅

MW 392.45

InChIKey IWUNXYBEJCJQHB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.97

logP 5.2186

PSA 87.74

MR 115.495

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -158.82264

PM7_Total_Energy_ev -4748.04477

PM7_Electronic_Energy_ev -40724.3377

PM7_Dipole_Debye 5.77975

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.157

PM7_LUMO_Energy_ev -1.095

PM7_COSMO_Area_square_ang 401.59

PM7_COSMO_Volue_cubic_ang 478.19

PM7_Electron_Affinity_ev 1.095

PM7_Ionization_Energy_ev 9.157

PM7_Energy_Gap_ev 8.062

PM7_Global_Hardness_ev 4.031

PM7_Global_Softness_ev 0.24807740014884644

PM7_Chemical_Potential_ev -5.126

PM7_Electronigativity_ev 5.126

PM7_Back_Donation_Energy_ev -1.00775

PM7_Electrophilicity_ev 3.259225502356735

OPENEYE_Name 5,7-dihydroxy-8-(3-methylbut-2-enyl)-6-(2-methylpropanoyl)-4-phenyl-chromen-2-one

SMILES c1ccc(cc1)c2c3c(c(c(c(c3O)C(=O)C(C)C)O)CC=C(C)C)oc(=O)c2

Canonical_SMILES CC(=CCc1c(O)c(C(=O)C(C)C)c(c2c1oc(=O)cc2c1ccccc1)O)C

InChI 1/C24H24O5/c1-13(2)10-11-16-22(27)20(21(26)14(3)4)23(28)19-17(12-18(25)29-24(16)19)15-8-6-5-7-9-15/h5-10,12,14,27-28H,11H2,1-4H3

InChI_3D 1S/C24H24O5/c1-13(2)10-11-16-22(27)20(21(26)14(3)4)23(28)19-17(12-18(25)29-24(16)19)15-8-6-5-7-9-15/h5-10,12,14,27-28H,11H2,1-4H3

AuxInfo 1/0/N:19,20,21,22,1,2,3,4,5,16,23,13,18,24,6,9,14,15,7,8,17,12,11,10,25,26,29,28,27/E:(1,2)(3,4)(6,7)(8,9)/rA:53nCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;d7s9;s7d8;s8d9;;s6s7d13;s13;;s8;d16;s18;s18;;;s9s16;s17s21s22;d15;d17;s10s15;s11;s12;s1;s2;s3;s4;s5;s13;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s28;s29;/rC:2.5923,-4.2636,0;1.7261,-3.7637,0;3.4611,-3.7685,0;1.7289,-2.7585,0;3.4639,-2.7633,0;2.5978,-2.2532,0;1.736,-.0012,0;;.868,1.5138,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;.8673,3.5138,0;-.8653,-.5013,0;.0011,4.0135,0;-.8648,3.5132,0;.0007,5.0135,0;-2.5988,.4962,0;-2.2308,-.8693,0;.8676,2.5138,0;-1.732,-.0025,0;4.3446,1.5014,0;-.8639,-1.5013,0;2.6052,1.5109,0;.8675,-1.4978,0;-.8675,1.5031,0;2.5909,-4.7636,0;1.2928,-4.0131,0;3.8931,-4.0203,0;1.2958,-2.5086,0;3.8983,-2.5158,0;3.9084,-.2548,0;1.3002,3.764,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;.5007,5.0137,0;.0006,5.5135,0;-.4993,5.0133,0;-2.8482,.0629,0;-2.3494,.9296,0;-3.0322,.7456,0;-1.7974,-1.1186,0;-2.4802,-1.3026,0;-2.6642,-.6199,0;.3676,2.5136,0;1.3676,2.514,0;-1.4827,.4309,0;.4343,-1.7476,0;-.869,2.0031,0;

Duplicates ChEBI188086

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188086.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188086.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188086.sdf

Formula	C₂₄H₂₄O₅
MW	392.45
InChIKey	IWUNXYBEJCJQHB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.97
logP	5.2186
PSA	87.74
MR	115.495
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-158.82264
PM7_Total_Energy_ev	-4748.04477
PM7_Electronic_Energy_ev	-40724.3377
PM7_Dipole_Debye	5.77975
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.157
PM7_LUMO_Energy_ev	-1.095
PM7_COSMO_Area_square_ang	401.59
PM7_COSMO_Volue_cubic_ang	478.19
PM7_Electron_Affinity_ev	1.095
PM7_Ionization_Energy_ev	9.157
PM7_Energy_Gap_ev	8.062
PM7_Global_Hardness_ev	4.031
PM7_Global_Softness_ev	0.24807740014884644
PM7_Chemical_Potential_ev	-5.126
PM7_Electronigativity_ev	5.126
PM7_Back_Donation_Energy_ev	-1.00775
PM7_Electrophilicity_ev	3.259225502356735
OPENEYE_Name	5,7-dihydroxy-8-(3-methylbut-2-enyl)-6-(2-methylpropanoyl)-4-phenyl-chromen-2-one
SMILES	c1ccc(cc1)c2c3c(c(c(c(c3O)C(=O)C(C)C)O)CC=C(C)C)oc(=O)c2
Canonical_SMILES	CC(=CCc1c(O)c(C(=O)C(C)C)c(c2c1oc(=O)cc2c1ccccc1)O)C
InChI	1/C24H24O5/c1-13(2)10-11-16-22(27)20(21(26)14(3)4)23(28)19-17(12-18(25)29-24(16)19)15-8-6-5-7-9-15/h5-10,12,14,27-28H,11H2,1-4H3
InChI_3D	1S/C24H24O5/c1-13(2)10-11-16-22(27)20(21(26)14(3)4)23(28)19-17(12-18(25)29-24(16)19)15-8-6-5-7-9-15/h5-10,12,14,27-28H,11H2,1-4H3
AuxInfo	1/0/N:19,20,21,22,1,2,3,4,5,16,23,13,18,24,6,9,14,15,7,8,17,12,11,10,25,26,29,28,27/E:(1,2)(3,4)(6,7)(8,9)/rA:53nCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;d7s9;s7d8;s8d9;;s6s7d13;s13;;s8;d16;s18;s18;;;s9s16;s17s21s22;d15;d17;s10s15;s11;s12;s1;s2;s3;s4;s5;s13;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s28;s29;/rC:2.5923,-4.2636,0;1.7261,-3.7637,0;3.4611,-3.7685,0;1.7289,-2.7585,0;3.4639,-2.7633,0;2.5978,-2.2532,0;1.736,-.0012,0;;.868,1.5138,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;.8673,3.5138,0;-.8653,-.5013,0;.0011,4.0135,0;-.8648,3.5132,0;.0007,5.0135,0;-2.5988,.4962,0;-2.2308,-.8693,0;.8676,2.5138,0;-1.732,-.0025,0;4.3446,1.5014,0;-.8639,-1.5013,0;2.6052,1.5109,0;.8675,-1.4978,0;-.8675,1.5031,0;2.5909,-4.7636,0;1.2928,-4.0131,0;3.8931,-4.0203,0;1.2958,-2.5086,0;3.8983,-2.5158,0;3.9084,-.2548,0;1.3002,3.764,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;.5007,5.0137,0;.0006,5.5135,0;-.4993,5.0133,0;-2.8482,.0629,0;-2.3494,.9296,0;-3.0322,.7456,0;-1.7974,-1.1186,0;-2.4802,-1.3026,0;-2.6642,-.6199,0;.3676,2.5136,0;1.3676,2.514,0;-1.4827,.4309,0;.4343,-1.7476,0;-.869,2.0031,0;
Duplicates	ChEBI188086
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188086.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188086.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188086.sdf