CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191609 (105388)

Formula C₂₂H₁₈O₉

MW 426.38

InChIKey KRGDXHCBNLBSJP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 0.09

logP 2.822

PSA 156.91

MR 108.018

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -306.39294

PM7_Total_Energy_ev -5602.44436

PM7_Electronic_Energy_ev -45265.82292

PM7_Dipole_Debye 2.63894

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.966

PM7_LUMO_Energy_ev -0.594

PM7_COSMO_Area_square_ang 399.09

PM7_COSMO_Volue_cubic_ang 462.08

PM7_Electron_Affinity_ev 0.594

PM7_Ionization_Energy_ev 8.966

PM7_Energy_Gap_ev 8.372

PM7_Global_Hardness_ev 4.186

PM7_Global_Softness_ev 0.23889154323936931

PM7_Chemical_Potential_ev -4.78

PM7_Electronigativity_ev 4.78

PM7_Back_Donation_Energy_ev -1.0465

PM7_Electrophilicity_ev 2.7291447682752032

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

SMILES c1cc(ccc1C(=O)OC2Cc3c(cc(cc3O)O)OC2c4cc(c(c(c4)O)O)O)O

Canonical_SMILES Oc1ccc(cc1)C(=O)O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O

InChI 1/C22H18O9/c23-12-3-1-10(2-4-12)22(29)31-19-9-14-15(25)7-13(24)8-18(14)30-21(19)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2

InChI_3D 1S/C22H18O9/c23-12-3-1-10(2-4-12)22(29)31-19-9-14-15(25)7-13(24)8-18(14)30-21(19)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,8,7,20,9,10,13,16,11,17,14,15,12,22,18,21,19,25,28,29,26,27,30,23,24,31/E:(1,2)(3,4)(5,6)(16,17)(26,27)/rA:49cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;;s1d2;d5s6;;d7s11;s3d4;s5;d6;s7d8;s8d11;d14s15;s9;s11;s10;s20s21;d19;s12s21;s13;s14;s15;s16;s17;s18;s19s22;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s22;s25;s26;s27;s28;s29;s30;/rC:7.4653,-1.0689,0;7.1678,.6404,0;8.4557,-.8965,0;8.1582,.8128,0;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;8.8071,.0452,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;5.8413,-.471,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;5.4972,-1.4099,0;2.6052,1.5109,0;9.7923,.2167,0;2.8823,4.4176,0;6.1398,3.2221,0;-.8675,1.5031,0;.8675,-1.4978,0;4.8591,4.7683,0;5.2002,.2965,0;7.2926,-1.5381,0;6.8467,1.0237,0;8.7751,-1.2812,0;8.3288,1.2828,0;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;10.1128,-.1671,0;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 ChEBI191609

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191609.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191609.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191609.sdf

Formula	C₂₂H₁₈O₉
MW	426.38
InChIKey	KRGDXHCBNLBSJP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	0.09
logP	2.822
PSA	156.91
MR	108.018
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-306.39294
PM7_Total_Energy_ev	-5602.44436
PM7_Electronic_Energy_ev	-45265.82292
PM7_Dipole_Debye	2.63894
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.966
PM7_LUMO_Energy_ev	-0.594
PM7_COSMO_Area_square_ang	399.09
PM7_COSMO_Volue_cubic_ang	462.08
PM7_Electron_Affinity_ev	0.594
PM7_Ionization_Energy_ev	8.966
PM7_Energy_Gap_ev	8.372
PM7_Global_Hardness_ev	4.186
PM7_Global_Softness_ev	0.23889154323936931
PM7_Chemical_Potential_ev	-4.78
PM7_Electronigativity_ev	4.78
PM7_Back_Donation_Energy_ev	-1.0465
PM7_Electrophilicity_ev	2.7291447682752032
OPENEYE_Name	[(2~{R},3~{R})-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 4-hydroxybenzoate
SMILES	c1cc(ccc1C(=O)OC2Cc3c(cc(cc3O)O)OC2c4cc(c(c(c4)O)O)O)O
Canonical_SMILES	Oc1ccc(cc1)C(=O)O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O
InChI	1/C22H18O9/c23-12-3-1-10(2-4-12)22(29)31-19-9-14-15(25)7-13(24)8-18(14)30-21(19)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2
InChI_3D	1S/C22H18O9/c23-12-3-1-10(2-4-12)22(29)31-19-9-14-15(25)7-13(24)8-18(14)30-21(19)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,8,7,20,9,10,13,16,11,17,14,15,12,22,18,21,19,25,28,29,26,27,30,23,24,31/E:(1,2)(3,4)(5,6)(16,17)(26,27)/rA:49cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;;s1d2;d5s6;;d7s11;s3d4;s5;d6;s7d8;s8d11;d14s15;s9;s11;s10;s20s21;d19;s12s21;s13;s14;s15;s16;s17;s18;s19s22;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s22;s25;s26;s27;s28;s29;s30;/rC:7.4653,-1.0689,0;7.1678,.6404,0;8.4557,-.8965,0;8.1582,.8128,0;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;8.8071,.0452,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;5.8413,-.471,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;5.4972,-1.4099,0;2.6052,1.5109,0;9.7923,.2167,0;2.8823,4.4176,0;6.1398,3.2221,0;-.8675,1.5031,0;.8675,-1.4978,0;4.8591,4.7683,0;5.2002,.2965,0;7.2926,-1.5381,0;6.8467,1.0237,0;8.7751,-1.2812,0;8.3288,1.2828,0;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;10.1128,-.1671,0;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	ChEBI191609
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191609.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191609.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191609.sdf