CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI4806 (1976)

Formula C₂₂H₁₈O₁₁

MW 458.38

InChIKey WMBWREPUVVBILR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 12

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 11

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.24

logP 2.2332

PSA 197.37

MR 112.064

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -384.72155

PM7_Total_Energy_ev -6192.79312

PM7_Electronic_Energy_ev -50952.27278

PM7_Dipole_Debye 4.68256

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.036

PM7_LUMO_Energy_ev -0.88

PM7_COSMO_Area_square_ang 414.65

PM7_COSMO_Volue_cubic_ang 480.87

PM7_Electron_Affinity_ev 0.88

PM7_Ionization_Energy_ev 9.036

PM7_Energy_Gap_ev 8.156

PM7_Global_Hardness_ev 4.078

PM7_Global_Softness_ev 0.24521824423737126

PM7_Chemical_Potential_ev -4.958

PM7_Electronigativity_ev 4.958

PM7_Back_Donation_Energy_ev -1.0195

PM7_Electrophilicity_ev 3.01394850416871

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

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

Canonical_SMILES Oc1cc(O)c2c(c1)O[C@@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O

InChI 1/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2

InChI_3D 1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1

AuxInfo 1/0/N:3,4,1,2,6,5,20,8,7,15,9,16,13,14,11,12,10,22,18,17,21,19,29,30,27,28,25,26,32,31,23,24,33/E:(1,2)(3,4)(13,14)(15,16)(25,26)(27,28)/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;;;;;d1s2;d3s4;;d5s9;s1;d2;s3;d4;s5d6;s6d9;d11s12;d13s14;s7;s9;s8;s20s21;d19;s10s21;s11;s12;s13;s14;s15;s16;s17;s18;s19s22;s1;s2;s3;s4;s5;s6;s20;s20;s21;s22;s25;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;8.8071,.0452,0;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;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;9.7923,.2167,0;4.8591,4.7683,0;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;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;9.9643,.6861,0;4.5388,5.1521,0;

Duplicates ChEBI4806;ChEBI156271;ChEBI156284;ChEBI182308_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4806.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4806.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4806.sdf

Formula	C₂₂H₁₈O₁₁
MW	458.38
InChIKey	WMBWREPUVVBILR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	12
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	11
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.24
logP	2.2332
PSA	197.37
MR	112.064
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-384.72155
PM7_Total_Energy_ev	-6192.79312
PM7_Electronic_Energy_ev	-50952.27278
PM7_Dipole_Debye	4.68256
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.036
PM7_LUMO_Energy_ev	-0.88
PM7_COSMO_Area_square_ang	414.65
PM7_COSMO_Volue_cubic_ang	480.87
PM7_Electron_Affinity_ev	0.88
PM7_Ionization_Energy_ev	9.036
PM7_Energy_Gap_ev	8.156
PM7_Global_Hardness_ev	4.078
PM7_Global_Softness_ev	0.24521824423737126
PM7_Chemical_Potential_ev	-4.958
PM7_Electronigativity_ev	4.958
PM7_Back_Donation_Energy_ev	-1.0195
PM7_Electrophilicity_ev	3.01394850416871
OPENEYE_Name	[(2~{R},3~{R})-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate
SMILES	c1c(cc(c(c1O)O)O)C(=O)OC2Cc3c(cc(cc3O)O)OC2c4cc(c(c(c4)O)O)O
Canonical_SMILES	Oc1cc(O)c2c(c1)O[C@@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O
InChI	1/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2
InChI_3D	1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1
AuxInfo	1/0/N:3,4,1,2,6,5,20,8,7,15,9,16,13,14,11,12,10,22,18,17,21,19,29,30,27,28,25,26,32,31,23,24,33/E:(1,2)(3,4)(13,14)(15,16)(25,26)(27,28)/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;;;;;d1s2;d3s4;;d5s9;s1;d2;s3;d4;s5d6;s6d9;d11s12;d13s14;s7;s9;s8;s20s21;d19;s10s21;s11;s12;s13;s14;s15;s16;s17;s18;s19s22;s1;s2;s3;s4;s5;s6;s20;s20;s21;s22;s25;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;8.8071,.0452,0;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;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;9.7923,.2167,0;4.8591,4.7683,0;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;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;9.9643,.6861,0;4.5388,5.1521,0;
Duplicates	ChEBI4806;ChEBI156271;ChEBI156284;ChEBI182308_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4806.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4806.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4806.sdf