CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16120 (12846)

Formula C₂₂H₁₈O₁₀

MW 442.38

InChIKey LSHVYAFMTMFKBA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 10

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -0.57

logP 2.5276

PSA 177.14

MR 110.041

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -343.23785

PM7_Total_Energy_ev -5897.55751

PM7_Electronic_Energy_ev -47226.37476

PM7_Dipole_Debye 3.81049

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.114

PM7_LUMO_Energy_ev -0.905

PM7_COSMO_Area_square_ang 411.14

PM7_COSMO_Volue_cubic_ang 470.14

PM7_Electron_Affinity_ev 0.905

PM7_Ionization_Energy_ev 9.114

PM7_Energy_Gap_ev 8.209

PM7_Global_Hardness_ev 4.1045

PM7_Global_Softness_ev 0.24363503471799244

PM7_Chemical_Potential_ev -5.0095

PM7_Electronigativity_ev 5.0095

PM7_Back_Donation_Energy_ev -1.026125

PM7_Electrophilicity_ev 3.057021592154952

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

SMILES c1cc(c(cc1C2C(Cc3c(cc(cc3O)O)O2)OC(=O)c4cc(c(c(c4)O)O)O)O)O

Canonical_SMILES Oc1cc(O)c2c(c1)O[C@@H]([C@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O

InChI 1/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2

InChI_3D 1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m0/s1

AuxInfo 1/0/N:1,2,5,3,4,7,6,20,9,8,16,10,12,17,15,13,14,11,22,18,21,19,29,25,30,28,26,27,31,23,24,32/E:(4,5)(16,17)(27,28)/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;d3s4;s1d5;;d6s10;s2;s3;d4;s5d12;s6d7;s7d10;d13s14;s8;s10;s9;s20s21;d19;s11s21;s12;s13;s14;s15;s16;s17;s18;s19s22;s1;s2;s3;s4;s5;s6;s7;s20;s20;s21;s22;s25;s26;s27;s28;s29;s30;s31;/rC:3.1823,2.7109,0;3.5228,3.6512,0;7.1678,.6404,0;7.4653,-1.0689,0;4.8121,2.1155,0;.868,1.5138,0;;6.8265,-.2995,0;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;8.1582,.8128,0;8.4557,-.8965,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;8.8071,.0452,0;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;4.8533,4.7648,0;8.4995,1.7527,0;9.0945,-1.6659,0;6.1476,3.23,0;-.8675,1.5031,0;.8675,-1.4978,0;9.7923,.2167,0;5.2002,.2965,0;2.6898,2.6247,0;3.2013,4.0341,0;6.8467,1.0237,0;7.2926,-1.5381,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;4.5313,5.1473,0;8.1778,2.1355,0;9.5873,-1.5816,0;6.3192,3.6996,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.9643,.6861,0;

Duplicates DB16120

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16120.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16120.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16120.sdf

Formula	C₂₂H₁₈O₁₀
MW	442.38
InChIKey	LSHVYAFMTMFKBA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	10
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-0.57
logP	2.5276
PSA	177.14
MR	110.041
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-343.23785
PM7_Total_Energy_ev	-5897.55751
PM7_Electronic_Energy_ev	-47226.37476
PM7_Dipole_Debye	3.81049
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.114
PM7_LUMO_Energy_ev	-0.905
PM7_COSMO_Area_square_ang	411.14
PM7_COSMO_Volue_cubic_ang	470.14
PM7_Electron_Affinity_ev	0.905
PM7_Ionization_Energy_ev	9.114
PM7_Energy_Gap_ev	8.209
PM7_Global_Hardness_ev	4.1045
PM7_Global_Softness_ev	0.24363503471799244
PM7_Chemical_Potential_ev	-5.0095
PM7_Electronigativity_ev	5.0095
PM7_Back_Donation_Energy_ev	-1.026125
PM7_Electrophilicity_ev	3.057021592154952
OPENEYE_Name	[(2~{R},3~{S})-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate
SMILES	c1cc(c(cc1C2C(Cc3c(cc(cc3O)O)O2)OC(=O)c4cc(c(c(c4)O)O)O)O)O
Canonical_SMILES	Oc1cc(O)c2c(c1)O[C@@H]([C@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1ccc(c(c1)O)O
InChI	1/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2
InChI_3D	1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m0/s1
AuxInfo	1/0/N:1,2,5,3,4,7,6,20,9,8,16,10,12,17,15,13,14,11,22,18,21,19,29,25,30,28,26,27,31,23,24,32/E:(4,5)(16,17)(27,28)/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;d3s4;s1d5;;d6s10;s2;s3;d4;s5d12;s6d7;s7d10;d13s14;s8;s10;s9;s20s21;d19;s11s21;s12;s13;s14;s15;s16;s17;s18;s19s22;s1;s2;s3;s4;s5;s6;s7;s20;s20;s21;s22;s25;s26;s27;s28;s29;s30;s31;/rC:3.1823,2.7109,0;3.5228,3.6512,0;7.1678,.6404,0;7.4653,-1.0689,0;4.8121,2.1155,0;.868,1.5138,0;;6.8265,-.2995,0;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;8.1582,.8128,0;8.4557,-.8965,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;8.8071,.0452,0;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;4.8533,4.7648,0;8.4995,1.7527,0;9.0945,-1.6659,0;6.1476,3.23,0;-.8675,1.5031,0;.8675,-1.4978,0;9.7923,.2167,0;5.2002,.2965,0;2.6898,2.6247,0;3.2013,4.0341,0;6.8467,1.0237,0;7.2926,-1.5381,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;4.5313,5.1473,0;8.1778,2.1355,0;9.5873,-1.5816,0;6.3192,3.6996,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.9643,.6861,0;
Duplicates	DB16120
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16120.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16120.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16120.sdf