CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI179275 (95288)

Formula C₂₂H₂₂O₈

MW 414.41

InChIKey NMDAXWXNNIQNFH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.67

logP 3.2674

PSA 133.52

MR 108.213

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -297.12081

PM7_Total_Energy_ev -5361.70212

PM7_Electronic_Energy_ev -44370.8479

PM7_Dipole_Debye 1.62155

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.226

PM7_LUMO_Energy_ev -0.798

PM7_COSMO_Area_square_ang 393.8

PM7_COSMO_Volue_cubic_ang 483.18

PM7_Electron_Affinity_ev 0.798

PM7_Ionization_Energy_ev 9.226

PM7_Energy_Gap_ev 8.428

PM7_Global_Hardness_ev 4.214

PM7_Global_Softness_ev 0.23730422401518747

PM7_Chemical_Potential_ev -5.012

PM7_Electronigativity_ev 5.012

PM7_Back_Donation_Energy_ev -1.0535

PM7_Electrophilicity_ev 2.980558139534884

OPENEYE_Name [(~{E})-4-[(2~{S})-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chroman-8-yl]-2-methyl-but-2-enyl] acetate

SMILES c1cc(c(cc1C2CC(=O)c3c(c(c(cc3O)O)CC=C(C)COC(=O)C)O2)O)O

Canonical_SMILES CC(=O)OC/C(=C/Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(c(c1)O)O)O)/C

InChI 1/C22H22O8/c1-11(10-29-12(2)23)3-5-14-16(25)8-18(27)21-19(28)9-20(30-22(14)21)13-4-6-15(24)17(26)7-13/h3-4,6-8,20,24-27H,5,9-10H2,1-2H3

InChI_3D 1S/C22H22O8/c1-11(10-29-12(2)23)3-5-14-16(25)8-18(27)21-19(28)9-20(30-22(14)21)13-4-6-15(24)17(26)7-13/h3-4,6-8,20,24-27H,5,9-10H2,1-2H3/b11-3+/t20-/m0/s1

AuxInfo 1/0/N:19,20,14,1,21,2,3,4,17,22,15,16,6,7,9,12,10,11,13,18,5,8,24,26,29,27,28,23,30,25/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d5s7;s2;s3d9;d4s5;s4d7;s5;;w14;;s13;s6s17;s15;s16;s7s14;s15;d13;d16;s8s18;s9;s10;s11;s12;s16s22;s1;s2;s3;s4;s14;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s26;s27;s28;s29;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;;1.736,-.0012,0;3.8219,1.9422,0;.868,1.5138,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;.868,-.4978,0;0,1.0057,0;2.6026,-.5032,0;.8673,3.5138,0;.0011,4.0135,0;.8662,6.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;-.8648,3.5132,0;1.7324,6.0141,0;.8676,2.5138,0;.0007,5.0135,0;2.5998,-1.5032,0;.8659,7.5138,0;2.6052,1.5109,0;4.8533,4.7648,0;6.1476,3.23,0;.8675,-1.4978,0;-.8675,1.5031,0;.0004,6.0135,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;-.4327,-.2506,0;1.3002,3.764,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;1.9823,6.4472,0;1.4826,5.581,0;2.1655,5.7643,0;1.3676,2.514,0;.3676,2.5136,0;-.4993,5.0133,0;.5007,5.0137,0;4.5313,5.1473,0;6.3192,3.6996,0;1.3004,-1.748,0;-1.2998,1.2518,0;

Duplicates ChEBI179275

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179275.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179275.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179275.sdf

Formula	C₂₂H₂₂O₈
MW	414.41
InChIKey	NMDAXWXNNIQNFH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.67
logP	3.2674
PSA	133.52
MR	108.213
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-297.12081
PM7_Total_Energy_ev	-5361.70212
PM7_Electronic_Energy_ev	-44370.8479
PM7_Dipole_Debye	1.62155
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.226
PM7_LUMO_Energy_ev	-0.798
PM7_COSMO_Area_square_ang	393.8
PM7_COSMO_Volue_cubic_ang	483.18
PM7_Electron_Affinity_ev	0.798
PM7_Ionization_Energy_ev	9.226
PM7_Energy_Gap_ev	8.428
PM7_Global_Hardness_ev	4.214
PM7_Global_Softness_ev	0.23730422401518747
PM7_Chemical_Potential_ev	-5.012
PM7_Electronigativity_ev	5.012
PM7_Back_Donation_Energy_ev	-1.0535
PM7_Electrophilicity_ev	2.980558139534884
OPENEYE_Name	[(~{E})-4-[(2~{S})-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chroman-8-yl]-2-methyl-but-2-enyl] acetate
SMILES	c1cc(c(cc1C2CC(=O)c3c(c(c(cc3O)O)CC=C(C)COC(=O)C)O2)O)O
Canonical_SMILES	CC(=O)OC/C(=C/Cc1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(c(c1)O)O)O)/C
InChI	1/C22H22O8/c1-11(10-29-12(2)23)3-5-14-16(25)8-18(27)21-19(28)9-20(30-22(14)21)13-4-6-15(24)17(26)7-13/h3-4,6-8,20,24-27H,5,9-10H2,1-2H3
InChI_3D	1S/C22H22O8/c1-11(10-29-12(2)23)3-5-14-16(25)8-18(27)21-19(28)9-20(30-22(14)21)13-4-6-15(24)17(26)7-13/h3-4,6-8,20,24-27H,5,9-10H2,1-2H3/b11-3+/t20-/m0/s1
AuxInfo	1/0/N:19,20,14,1,21,2,3,4,17,22,15,16,6,7,9,12,10,11,13,18,5,8,24,26,29,27,28,23,30,25/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d5s7;s2;s3d9;d4s5;s4d7;s5;;w14;;s13;s6s17;s15;s16;s7s14;s15;d13;d16;s8s18;s9;s10;s11;s12;s16s22;s1;s2;s3;s4;s14;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s26;s27;s28;s29;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;;1.736,-.0012,0;3.8219,1.9422,0;.868,1.5138,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;.868,-.4978,0;0,1.0057,0;2.6026,-.5032,0;.8673,3.5138,0;.0011,4.0135,0;.8662,6.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;-.8648,3.5132,0;1.7324,6.0141,0;.8676,2.5138,0;.0007,5.0135,0;2.5998,-1.5032,0;.8659,7.5138,0;2.6052,1.5109,0;4.8533,4.7648,0;6.1476,3.23,0;.8675,-1.4978,0;-.8675,1.5031,0;.0004,6.0135,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;-.4327,-.2506,0;1.3002,3.764,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-.6146,3.0803,0;-1.1149,3.9461,0;-1.2977,3.263,0;1.9823,6.4472,0;1.4826,5.581,0;2.1655,5.7643,0;1.3676,2.514,0;.3676,2.5136,0;-.4993,5.0133,0;.5007,5.0137,0;4.5313,5.1473,0;6.3192,3.6996,0;1.3004,-1.748,0;-1.2998,1.2518,0;
Duplicates	ChEBI179275
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179275.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179275.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179250-0000179499/ChEBI179275.sdf