CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185842 (100429)

Formula C₂₀H₁₈O₅

MW 338.36

InChIKey YGCCASGFIOIXIN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 45

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.07

logP 4.0855

PSA 90.9

MR 97.709

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -153.89908

PM7_Total_Energy_ev -4175.62729

PM7_Electronic_Energy_ev -31067.42542

PM7_Dipole_Debye 2.80852

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.035

PM7_LUMO_Energy_ev -0.789

PM7_COSMO_Area_square_ang 349.13

PM7_COSMO_Volue_cubic_ang 394.32

PM7_Electron_Affinity_ev 0.789

PM7_Ionization_Energy_ev 9.035

PM7_Energy_Gap_ev 8.246

PM7_Global_Hardness_ev 4.123

PM7_Global_Softness_ev 0.2425418384671356

PM7_Chemical_Potential_ev -4.912

PM7_Electronigativity_ev 4.912

PM7_Back_Donation_Energy_ev -1.03075

PM7_Electrophilicity_ev 2.9259936939121998

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

SMILES c1cc(ccc1c2coc3c(c2=O)c(cc(c3CC=C(C)C)O)O)O

Canonical_SMILES CC(=CCc1c(O)cc(c2c1occ(c2=O)c1ccc(cc1)O)O)C

InChI 1/C20H18O5/c1-11(2)3-8-14-16(22)9-17(23)18-19(24)15(10-25-20(14)18)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3

InChI_3D 1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17(23)18-19(24)15(10-25-20(14)18)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3

AuxInfo 1/0/N:18,19,16,1,2,3,4,20,5,13,17,6,10,8,14,12,11,7,15,9,23,25,24,21,22/E:(1,2)(4,5)(6,7)/rA:43nCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s14;;d16;s17;s17;s8s16;d15;s9s13;s10;s11;s12;s1;s2;s3;s4;s5;s13;s16;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;;4.3408,-.5059,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0791,-1.5158,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;.8673,3.5138,0;.0011,4.0135,0;-.8648,3.5132,0;.0007,5.0135,0;.8676,2.5138,0;2.5998,-1.5032,0;2.6052,1.5109,0;6.9438,-2.0181,0;.8675,-1.4978,0;-.8675,1.5031,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;3.911,1.2524,0;1.3002,3.764,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.3676,2.514,0;.3676,2.5136,0;7.3775,-1.7692,0;1.3004,-1.748,0;-1.2998,1.2518,0;

Duplicates ChEBI185842

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185842.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185842.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185842.sdf

Formula	C₂₀H₁₈O₅
MW	338.36
InChIKey	YGCCASGFIOIXIN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	45
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.07
logP	4.0855
PSA	90.9
MR	97.709
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-153.89908
PM7_Total_Energy_ev	-4175.62729
PM7_Electronic_Energy_ev	-31067.42542
PM7_Dipole_Debye	2.80852
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.035
PM7_LUMO_Energy_ev	-0.789
PM7_COSMO_Area_square_ang	349.13
PM7_COSMO_Volue_cubic_ang	394.32
PM7_Electron_Affinity_ev	0.789
PM7_Ionization_Energy_ev	9.035
PM7_Energy_Gap_ev	8.246
PM7_Global_Hardness_ev	4.123
PM7_Global_Softness_ev	0.2425418384671356
PM7_Chemical_Potential_ev	-4.912
PM7_Electronigativity_ev	4.912
PM7_Back_Donation_Energy_ev	-1.03075
PM7_Electrophilicity_ev	2.9259936939121998
OPENEYE_Name	5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
SMILES	c1cc(ccc1c2coc3c(c2=O)c(cc(c3CC=C(C)C)O)O)O
Canonical_SMILES	CC(=CCc1c(O)cc(c2c1occ(c2=O)c1ccc(cc1)O)O)C
InChI	1/C20H18O5/c1-11(2)3-8-14-16(22)9-17(23)18-19(24)15(10-25-20(14)18)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3
InChI_3D	1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17(23)18-19(24)15(10-25-20(14)18)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3
AuxInfo	1/0/N:18,19,16,1,2,3,4,20,5,13,17,6,10,8,14,12,11,7,15,9,23,25,24,21,22/E:(1,2)(4,5)(6,7)/rA:43nCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s14;;d16;s17;s17;s8s16;d15;s9s13;s10;s11;s12;s1;s2;s3;s4;s5;s13;s16;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;;4.3408,-.5059,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0791,-1.5158,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;.8673,3.5138,0;.0011,4.0135,0;-.8648,3.5132,0;.0007,5.0135,0;.8676,2.5138,0;2.5998,-1.5032,0;2.6052,1.5109,0;6.9438,-2.0181,0;.8675,-1.4978,0;-.8675,1.5031,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;3.911,1.2524,0;1.3002,3.764,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;-.4993,5.0133,0;.5007,5.0137,0;.0006,5.5135,0;1.3676,2.514,0;.3676,2.5136,0;7.3775,-1.7692,0;1.3004,-1.748,0;-1.2998,1.2518,0;
Duplicates	ChEBI185842
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185842.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185842.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185842.sdf