CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182261 (97459)

Formula C₂₂H₂₄O₈

MW 416.43

InChIKey XLOJLWAYOTYURW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.16

logP 2.4508

PSA 122.52

MR 107.744

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -278.85372

PM7_Total_Energy_ev -5387.69865

PM7_Electronic_Energy_ev -45416.98604

PM7_Dipole_Debye 5.87988

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.66

PM7_LUMO_Energy_ev -0.785

PM7_COSMO_Area_square_ang 408.87

PM7_COSMO_Volue_cubic_ang 481.02

PM7_Electron_Affinity_ev 0.785

PM7_Ionization_Energy_ev 8.66

PM7_Energy_Gap_ev 7.875

PM7_Global_Hardness_ev 3.9375

PM7_Global_Softness_ev 0.25396825396825395

PM7_Chemical_Potential_ev -4.7225

PM7_Electronigativity_ev 4.7225

PM7_Back_Donation_Energy_ev -0.984375

PM7_Electrophilicity_ev 2.832000793650794

OPENEYE_Name [(6~{R},7~{R})-7-hydroxy-7-methyl-8-oxo-3-[(~{E})-prop-1-enyl]-5,6-dihydro-1~{H}-isochromen-6-yl] 3,6-dihydroxy-4-methoxy-2-methyl-benzoate

SMILES c1c(c(c(c(c1OC)O)C)C(=O)OC2CC3=C(C(=O)C2(C)O)COC(=C3)C=CC)O

Canonical_SMILES C/C=C/C1=CC2=C(CO1)C(=O)[C@]([C@@H](C2)OC(=O)c1c(O)cc(c(c1C)O)OC)(C)O

InChI 1/C22H24O8/c1-5-6-13-7-12-8-17(22(3,27)20(25)14(12)10-29-13)30-21(26)18-11(2)19(24)16(28-4)9-15(18)23/h5-7,9,17,23-24,27H,8,10H2,1-4H3

InChI_3D 1S/C22H24O8/c1-5-6-13-7-12-8-17(22(3,27)20(25)14(12)10-29-13)30-21(26)18-11(2)19(24)16(28-4)9-15(18)23/h5-7,9,17,23-24,27H,8,10H2,1-4H3/b6-5+/t17-,22-/m1/s1

AuxInfo 1/0/N:20,19,21,22,13,12,7,15,1,16,3,8,10,9,4,5,17,2,6,11,14,18,26,27,23,24,28,29,25,30/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1s2;s1;s3d5;;s7;d8;d7;s9;s10;w12;s2;s8;s9;s15;s11s17;s3;s13;s18;;d11;d14;s10s16;s4;s6;s18;s5s22;s14s17;s1;s7;s12;s13;s15;s15;s16;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s28;/rC:-1.613,-4.4691,0;-1.92,-2.7615,0;-2.9094,-2.9394,0;-1.2769,-3.5273,0;-2.6023,-4.647,0;-3.2555,-3.8831,0;2.6026,-.5032,0;1.736,-.0012,0;1.7374,1.0057,0;3.4761,-.0036,0;.868,1.5138,0;4.3408,-.5059,0;5.2081,-.0082,0;-1.5798,-1.8212,0;.868,-.4978,0;2.6052,1.5109,0;;0,1.0057,0;-3.5525,-2.1736,0;6.0728,-.5105,0;-1.7228,.6984,0;-2.2908,-6.3508,0;.8676,2.5138,0;-2.2241,-1.0564,0;3.4774,1.0034,0;-.2927,-3.3503,0;-4.2398,-4.06,0;-.6051,2.6478,0;-2.9384,-5.5889,0;-.5954,-1.6456,0;-1.2898,-4.8506,0;2.6012,-1.0032,0;4.3394,-1.0059,0;5.2095,.4918,0;1.1888,-.8814,0;.5468,-.881,0;2.2833,1.8935,0;2.927,1.8936,0;-.4925,.0863,0;-3.1696,-1.8521,0;-3.9354,-2.4952,0;-3.8741,-1.7907,0;6.324,-.0782,0;5.8217,-.9429,0;6.5052,-.7617,0;-1.635,.2061,0;-1.8106,1.1906,0;-2.215,.6106,0;-1.9098,-6.027,0;-2.6718,-6.6746,0;-1.967,-6.7318,0;-.1232,-2.8799,0;-4.4092,-4.5305,0;-.2852,3.0321,0;

Duplicates ChEBI182261

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182261.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182261.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182261.sdf

Formula	C₂₂H₂₄O₈
MW	416.43
InChIKey	XLOJLWAYOTYURW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.16
logP	2.4508
PSA	122.52
MR	107.744
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-278.85372
PM7_Total_Energy_ev	-5387.69865
PM7_Electronic_Energy_ev	-45416.98604
PM7_Dipole_Debye	5.87988
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.66
PM7_LUMO_Energy_ev	-0.785
PM7_COSMO_Area_square_ang	408.87
PM7_COSMO_Volue_cubic_ang	481.02
PM7_Electron_Affinity_ev	0.785
PM7_Ionization_Energy_ev	8.66
PM7_Energy_Gap_ev	7.875
PM7_Global_Hardness_ev	3.9375
PM7_Global_Softness_ev	0.25396825396825395
PM7_Chemical_Potential_ev	-4.7225
PM7_Electronigativity_ev	4.7225
PM7_Back_Donation_Energy_ev	-0.984375
PM7_Electrophilicity_ev	2.832000793650794
OPENEYE_Name	[(6~{R},7~{R})-7-hydroxy-7-methyl-8-oxo-3-[(~{E})-prop-1-enyl]-5,6-dihydro-1~{H}-isochromen-6-yl] 3,6-dihydroxy-4-methoxy-2-methyl-benzoate
SMILES	c1c(c(c(c(c1OC)O)C)C(=O)OC2CC3=C(C(=O)C2(C)O)COC(=C3)C=CC)O
Canonical_SMILES	C/C=C/C1=CC2=C(CO1)C(=O)[C@]([C@@H](C2)OC(=O)c1c(O)cc(c(c1C)O)OC)(C)O
InChI	1/C22H24O8/c1-5-6-13-7-12-8-17(22(3,27)20(25)14(12)10-29-13)30-21(26)18-11(2)19(24)16(28-4)9-15(18)23/h5-7,9,17,23-24,27H,8,10H2,1-4H3
InChI_3D	1S/C22H24O8/c1-5-6-13-7-12-8-17(22(3,27)20(25)14(12)10-29-13)30-21(26)18-11(2)19(24)16(28-4)9-15(18)23/h5-7,9,17,23-24,27H,8,10H2,1-4H3/b6-5+/t17-,22-/m1/s1
AuxInfo	1/0/N:20,19,21,22,13,12,7,15,1,16,3,8,10,9,4,5,17,2,6,11,14,18,26,27,23,24,28,29,25,30/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1s2;s1;s3d5;;s7;d8;d7;s9;s10;w12;s2;s8;s9;s15;s11s17;s3;s13;s18;;d11;d14;s10s16;s4;s6;s18;s5s22;s14s17;s1;s7;s12;s13;s15;s15;s16;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s28;/rC:-1.613,-4.4691,0;-1.92,-2.7615,0;-2.9094,-2.9394,0;-1.2769,-3.5273,0;-2.6023,-4.647,0;-3.2555,-3.8831,0;2.6026,-.5032,0;1.736,-.0012,0;1.7374,1.0057,0;3.4761,-.0036,0;.868,1.5138,0;4.3408,-.5059,0;5.2081,-.0082,0;-1.5798,-1.8212,0;.868,-.4978,0;2.6052,1.5109,0;;0,1.0057,0;-3.5525,-2.1736,0;6.0728,-.5105,0;-1.7228,.6984,0;-2.2908,-6.3508,0;.8676,2.5138,0;-2.2241,-1.0564,0;3.4774,1.0034,0;-.2927,-3.3503,0;-4.2398,-4.06,0;-.6051,2.6478,0;-2.9384,-5.5889,0;-.5954,-1.6456,0;-1.2898,-4.8506,0;2.6012,-1.0032,0;4.3394,-1.0059,0;5.2095,.4918,0;1.1888,-.8814,0;.5468,-.881,0;2.2833,1.8935,0;2.927,1.8936,0;-.4925,.0863,0;-3.1696,-1.8521,0;-3.9354,-2.4952,0;-3.8741,-1.7907,0;6.324,-.0782,0;5.8217,-.9429,0;6.5052,-.7617,0;-1.635,.2061,0;-1.8106,1.1906,0;-2.215,.6106,0;-1.9098,-6.027,0;-2.6718,-6.6746,0;-1.967,-6.7318,0;-.1232,-2.8799,0;-4.4092,-4.5305,0;-.2852,3.0321,0;
Duplicates	ChEBI182261
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182261.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182261.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182261.sdf