CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185883 (100469)

Formula C₂₄H₂₄O₅

MW 392.45

InChIKey KWRJWFYBGIXCHJ-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 8

Unbranched_Chain 3

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 4.68

logP 5.5232

PSA 87.74

MR 116.287

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -154.34175

PM7_Total_Energy_ev -4747.88291

PM7_Electronic_Energy_ev -40029.61532

PM7_Dipole_Debye 6.01712

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.13

PM7_LUMO_Energy_ev -1.145

PM7_COSMO_Area_square_ang 408.68

PM7_COSMO_Volue_cubic_ang 475.94

PM7_Electron_Affinity_ev 1.145

PM7_Ionization_Energy_ev 9.13

PM7_Energy_Gap_ev 7.985

PM7_Global_Hardness_ev 3.9925

PM7_Global_Softness_ev 0.25046963055729493

PM7_Chemical_Potential_ev -5.1375

PM7_Electronigativity_ev 5.1375

PM7_Back_Donation_Energy_ev -0.998125

PM7_Electrophilicity_ev 3.3054359737006886

OPENEYE_Name 6-butanoyl-5,7-dihydroxy-8-[(~{E})-3-methylbut-1-enyl]-4-phenyl-chromen-2-one

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

Canonical_SMILES CCCC(=O)c1c(O)c2c(cc(=O)oc2c(c1O)/C=C/C(C)C)c1ccccc1

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

InChI_3D 1S/C24H24O5/c1-4-8-18(25)21-22(27)16(12-11-14(2)3)24-20(23(21)28)17(13-19(26)29-24)15-9-6-5-7-10-15/h5-7,9-14,27-28H,4,8H2,1-3H3/b12-11+

AuxInfo 1/0/N:19,20,21,23,1,2,3,22,4,5,17,16,13,24,6,8,14,18,15,7,9,12,11,10,26,25,29,28,27/E:(2,3)(6,7)(9,10)/rA:53nCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;d7s8;s7d9;d8s9;;s6s7d13;s13;s8;w16;s9;;;;s18;s19s22;s17s20s21;d15;d18;s10s15;s11;s12;s1;s2;s3;s4;s5;s13;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;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;.8676,2.5138,0;.0014,3.0135,0;-.8653,-.5013,0;-.861,-3.5012,0;-.9989,4.0131,0;1.0011,4.0138,0;-.8639,-1.5013,0;-.8624,-2.5012,0;.0011,4.0135,0;4.3446,1.5014,0;-1.732,-.0025,0;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;1.3006,2.764,0;-.4315,2.7633,0;-1.361,-3.502,0;-.361,-3.5005,0;-.8602,-4.0012,0;-.9987,3.5131,0;-.9991,4.5131,0;-1.4989,4.013,0;1.0009,4.5138,0;1.0013,3.5138,0;1.5011,4.014,0;-.3639,-1.5005,0;-1.3639,-1.502,0;-.3624,-2.5005,0;-1.3624,-2.502,0;.0009,4.5135,0;.4343,-1.7476,0;-1.2998,1.2518,0;

Duplicates ChEBI185883

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185883.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185883.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185883.sdf

Formula	C₂₄H₂₄O₅
MW	392.45
InChIKey	KWRJWFYBGIXCHJ-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	8
Unbranched_Chain	3
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	4.68
logP	5.5232
PSA	87.74
MR	116.287
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-154.34175
PM7_Total_Energy_ev	-4747.88291
PM7_Electronic_Energy_ev	-40029.61532
PM7_Dipole_Debye	6.01712
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.13
PM7_LUMO_Energy_ev	-1.145
PM7_COSMO_Area_square_ang	408.68
PM7_COSMO_Volue_cubic_ang	475.94
PM7_Electron_Affinity_ev	1.145
PM7_Ionization_Energy_ev	9.13
PM7_Energy_Gap_ev	7.985
PM7_Global_Hardness_ev	3.9925
PM7_Global_Softness_ev	0.25046963055729493
PM7_Chemical_Potential_ev	-5.1375
PM7_Electronigativity_ev	5.1375
PM7_Back_Donation_Energy_ev	-0.998125
PM7_Electrophilicity_ev	3.3054359737006886
OPENEYE_Name	6-butanoyl-5,7-dihydroxy-8-[(~{E})-3-methylbut-1-enyl]-4-phenyl-chromen-2-one
SMILES	c1ccc(cc1)c2c3c(c(c(c(c3O)C(=O)CCC)O)C=CC(C)C)oc(=O)c2
Canonical_SMILES	CCCC(=O)c1c(O)c2c(cc(=O)oc2c(c1O)/C=C/C(C)C)c1ccccc1
InChI	1/C24H24O5/c1-4-8-18(25)21-22(27)16(12-11-14(2)3)24-20(23(21)28)17(13-19(26)29-24)15-9-6-5-7-10-15/h5-7,9-14,27-28H,4,8H2,1-3H3
InChI_3D	1S/C24H24O5/c1-4-8-18(25)21-22(27)16(12-11-14(2)3)24-20(23(21)28)17(13-19(26)29-24)15-9-6-5-7-10-15/h5-7,9-14,27-28H,4,8H2,1-3H3/b12-11+
AuxInfo	1/0/N:19,20,21,23,1,2,3,22,4,5,17,16,13,24,6,8,14,18,15,7,9,12,11,10,26,25,29,28,27/E:(2,3)(6,7)(9,10)/rA:53nCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;d7s8;s7d9;d8s9;;s6s7d13;s13;s8;w16;s9;;;;s18;s19s22;s17s20s21;d15;d18;s10s15;s11;s12;s1;s2;s3;s4;s5;s13;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;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;.8676,2.5138,0;.0014,3.0135,0;-.8653,-.5013,0;-.861,-3.5012,0;-.9989,4.0131,0;1.0011,4.0138,0;-.8639,-1.5013,0;-.8624,-2.5012,0;.0011,4.0135,0;4.3446,1.5014,0;-1.732,-.0025,0;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;1.3006,2.764,0;-.4315,2.7633,0;-1.361,-3.502,0;-.361,-3.5005,0;-.8602,-4.0012,0;-.9987,3.5131,0;-.9991,4.5131,0;-1.4989,4.013,0;1.0009,4.5138,0;1.0013,3.5138,0;1.5011,4.014,0;-.3639,-1.5005,0;-1.3639,-1.502,0;-.3624,-2.5005,0;-1.3624,-2.502,0;.0009,4.5135,0;.4343,-1.7476,0;-1.2998,1.2518,0;
Duplicates	ChEBI185883
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185883.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185883.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185883.sdf