CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191669 (105443)

Formula C₂₃H₂₀O₁₁

MW 472.4

InChIKey BMJHAAZDURGGSC-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -0.5

logP 2.5362

PSA 186.37

MR 116.534

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -378.20325

PM7_Total_Energy_ev -6342.25135

PM7_Electronic_Energy_ev -53597.86721

PM7_Dipole_Debye 3.07018

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.038

PM7_LUMO_Energy_ev -0.916

PM7_COSMO_Area_square_ang 434.97

PM7_COSMO_Volue_cubic_ang 505.1

PM7_Electron_Affinity_ev 0.916

PM7_Ionization_Energy_ev 9.038

PM7_Energy_Gap_ev 8.122

PM7_Global_Hardness_ev 4.061

PM7_Global_Softness_ev 0.2462447672986949

PM7_Chemical_Potential_ev -4.977

PM7_Electronigativity_ev 4.977

PM7_Back_Donation_Energy_ev -1.01525

PM7_Electrophilicity_ev 3.0498065747352867

OPENEYE_Name [(2~{R},3~{R})-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,5-dihydroxy-4-methoxy-benzoate

SMILES c1c(cc(c(c1O)OC)O)C(=O)OC2Cc3c(cc(cc3O)O)OC2c4cc(c(c(c4)O)O)O

Canonical_SMILES COc1c(O)cc(cc1O)C(=O)O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O

InChI 1/C23H20O11/c1-32-22-16(28)4-10(5-17(22)29)23(31)34-19-8-12-13(25)6-11(24)7-18(12)33-21(19)9-2-14(26)20(30)15(27)3-9/h2-7,19,21,24-30H,8H2,1H3

InChI_3D 1S/C23H20O11/c1-32-22-16(28)4-10(5-17(22)29)23(31)34-19-8-12-13(25)6-11(24)7-18(12)33-21(19)9-2-14(26)20(30)15(27)3-9/h2-7,19,21,24-30H,8H2,1H3/t19-,21-/m1/s1

AuxInfo 1/0/N:23,3,4,1,2,6,5,20,8,7,15,9,16,13,14,11,12,10,22,17,21,18,19,30,31,28,29,26,27,32,24,33,25,34/E:(2,3)(4,5)(14,15)(16,17)(26,27)(28,29)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1s2;d3s4;;d5s9;s1;d2;s3;d4;s5d6;s6d9;d13s14;d11s12;s7;s9;s8;s20s21;;d19;s10s21;s11;s12;s13;s14;s15;s16;s17;s18s23;s19s22;s1;s2;s3;s4;s5;s6;s20;s20;s21;s22;s23;s23;s23;s26;s27;s28;s29;s30;s31;s32;/rC:7.1678,.6404,0;7.4653,-1.0689,0;3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;6.8265,-.2995,0;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;8.1582,.8128,0;8.4557,-.8965,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;8.8071,.0452,0;5.8413,-.471,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;10.1364,1.1556,0;5.4972,-1.4099,0;2.6052,1.5109,0;8.4995,1.7527,0;9.0945,-1.6659,0;2.8823,4.4176,0;6.1398,3.2221,0;-.8675,1.5031,0;.8675,-1.4978,0;4.8591,4.7683,0;9.7923,.2167,0;5.2002,.2965,0;6.8467,1.0237,0;7.2926,-1.5381,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;10.6058,.9835,0;9.6669,1.3276,0;10.3084,1.6251,0;8.1778,2.1355,0;9.5873,-1.5816,0;2.3899,4.3307,0;6.3135,3.691,0;-1.2998,1.2518,0;1.3004,-1.748,0;4.5388,5.1521,0;

Duplicates ChEBI191669

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191669.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191669.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191669.sdf

Formula	C₂₃H₂₀O₁₁
MW	472.4
InChIKey	BMJHAAZDURGGSC-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-0.5
logP	2.5362
PSA	186.37
MR	116.534
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-378.20325
PM7_Total_Energy_ev	-6342.25135
PM7_Electronic_Energy_ev	-53597.86721
PM7_Dipole_Debye	3.07018
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.038
PM7_LUMO_Energy_ev	-0.916
PM7_COSMO_Area_square_ang	434.97
PM7_COSMO_Volue_cubic_ang	505.1
PM7_Electron_Affinity_ev	0.916
PM7_Ionization_Energy_ev	9.038
PM7_Energy_Gap_ev	8.122
PM7_Global_Hardness_ev	4.061
PM7_Global_Softness_ev	0.2462447672986949
PM7_Chemical_Potential_ev	-4.977
PM7_Electronigativity_ev	4.977
PM7_Back_Donation_Energy_ev	-1.01525
PM7_Electrophilicity_ev	3.0498065747352867
OPENEYE_Name	[(2~{R},3~{R})-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,5-dihydroxy-4-methoxy-benzoate
SMILES	c1c(cc(c(c1O)OC)O)C(=O)OC2Cc3c(cc(cc3O)O)OC2c4cc(c(c(c4)O)O)O
Canonical_SMILES	COc1c(O)cc(cc1O)C(=O)O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O
InChI	1/C23H20O11/c1-32-22-16(28)4-10(5-17(22)29)23(31)34-19-8-12-13(25)6-11(24)7-18(12)33-21(19)9-2-14(26)20(30)15(27)3-9/h2-7,19,21,24-30H,8H2,1H3
InChI_3D	1S/C23H20O11/c1-32-22-16(28)4-10(5-17(22)29)23(31)34-19-8-12-13(25)6-11(24)7-18(12)33-21(19)9-2-14(26)20(30)15(27)3-9/h2-7,19,21,24-30H,8H2,1H3/t19-,21-/m1/s1
AuxInfo	1/0/N:23,3,4,1,2,6,5,20,8,7,15,9,16,13,14,11,12,10,22,17,21,18,19,30,31,28,29,26,27,32,24,33,25,34/E:(2,3)(4,5)(14,15)(16,17)(26,27)(28,29)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1s2;d3s4;;d5s9;s1;d2;s3;d4;s5d6;s6d9;d13s14;d11s12;s7;s9;s8;s20s21;;d19;s10s21;s11;s12;s13;s14;s15;s16;s17;s18s23;s19s22;s1;s2;s3;s4;s5;s6;s20;s20;s21;s22;s23;s23;s23;s26;s27;s28;s29;s30;s31;s32;/rC:7.1678,.6404,0;7.4653,-1.0689,0;3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;6.8265,-.2995,0;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;8.1582,.8128,0;8.4557,-.8965,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;8.8071,.0452,0;5.8413,-.471,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;10.1364,1.1556,0;5.4972,-1.4099,0;2.6052,1.5109,0;8.4995,1.7527,0;9.0945,-1.6659,0;2.8823,4.4176,0;6.1398,3.2221,0;-.8675,1.5031,0;.8675,-1.4978,0;4.8591,4.7683,0;9.7923,.2167,0;5.2002,.2965,0;6.8467,1.0237,0;7.2926,-1.5381,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;10.6058,.9835,0;9.6669,1.3276,0;10.3084,1.6251,0;8.1778,2.1355,0;9.5873,-1.5816,0;2.3899,4.3307,0;6.3135,3.691,0;-1.2998,1.2518,0;1.3004,-1.748,0;4.5388,5.1521,0;
Duplicates	ChEBI191669
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191669.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191669.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191669.sdf