CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188262_s0 (102612)

Formula C₂₄H₂₀O₁₃

MW 516.41

InChIKey XHZPVEUPKOBOOZ-OKPOJWAQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -1.51

logP 0.4943

PSA 220.49

MR 122.843

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -419.42575

PM7_Total_Energy_ev -7053.91405

PM7_Electronic_Energy_ev -63700.56139

PM7_Dipole_Debye 3.03284

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.159

PM7_LUMO_Energy_ev -2.252

PM7_COSMO_Area_square_ang 430.98

PM7_COSMO_Volue_cubic_ang 540.1

PM7_Electron_Affinity_ev 2.252

PM7_Ionization_Energy_ev 9.159

PM7_Energy_Gap_ev 6.907

PM7_Global_Hardness_ev 3.4535

PM7_Global_Softness_ev 0.2895613146083683

PM7_Chemical_Potential_ev -5.7055

PM7_Electronigativity_ev 5.7055

PM7_Back_Donation_Energy_ev -0.863375

PM7_Electrophilicity_ev 4.713005682640799

OPENEYE_Name 7-(3,4-dihydroxyphenyl)-11-oxo-6-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid

SMILES c1cc(c(cc1c2c(c3cc(oc4c3c(o2)cc(=O)c4)C(=O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2c(oc3c4c2cc(oc4cc(=O)c3)C(=O)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C24H20O13/c25-7-16-18(29)19(30)20(31)24(36-16)37-22-10-6-15(23(32)33)34-13-4-9(26)5-14(17(10)13)35-21(22)8-1-2-11(27)12(28)3-8/h1-6,16,18-20,24-25,27-31H,7H2,(H,32,33)/f/h32H

InChI_3D 1S/C24H20O13/c25-7-16-18(29)19(30)20(31)24(36-16)37-22-10-6-15(23(32)33)34-13-4-9(26)5-14(17(10)13)35-21(22)8-1-2-11(27)12(28)3-8/h1-6,16,18-20,24-25,27-31H,7H2,(H,32,33)/t16-,18-,19+,20+,24+/m1/s1

AuxInfo 1/1/N:1,2,3,9,8,7,24,4,17,11,5,6,14,13,16,22,12,20,19,21,10,15,18,23,36,25,30,31,34,33,35,26,32,28,27,29,37/E:(32,33)/F:1,2,3,9,8,7,24,4,17,11,5,6,14,13,16,22,12,20,19,21,10,15,18,23,36,25,30,31,34,33,35,32,26,28,27,29,37/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;s4;s7;d11;d8s12;d9s12;d10s11;d7;s8s9;s16;;s19;s19;s20;s21;s22;d17;d18;s10s13;s14s16;s22s23;s5;s6;s18;s19;s20;s21;s24;s15s23;s1;s2;s3;s7;s8;s9;s19;s20;s21;s22;s23;s24;s24;s30;s31;s32;s33;s34;s35;s36;/rC:-.8653,-1.5013,0;-1.7284,-2.0063,0;-1.7373,-.0012,0;-.8653,-.5013,0;-2.6004,-1.5063,0;-2.6093,-.5012,0;2.6039,-.5053,0;.8761,2.5245,0;2.6262,2.5061,0;;1.7371,0,0;1.7393,1.0052,0;.8707,1.5185,0;2.6132,1.498,0;.8707,-.4993,0;3.4805,-.0074,0;1.7576,3.0193,0;4.3437,-.5123,0;3.7238,-4.2313,0;3.0871,-5.0024,0;3.3798,-3.2923,0;2.0963,-4.8328,0;2.3891,-3.1227,0;.3757,-5.1521,0;1.7687,4.0192,0;4.338,-1.5123,0;0,1.0089,0;3.4848,1.0014,0;1.7423,-3.8921,0;-3.4635,-2.0114,0;-3.4767,-.0037,0;5.2125,-.0172,0;5.2358,-3.3502,0;4.6087,-5.8669,0;3.3758,-2.2923,0;-.6075,-5.3345,0;.8726,-2.2493,0;-.4315,-1.75,0;-1.7262,-2.5063,0;-1.7373,.4988,0;2.6011,-1.0053,0;.4453,2.7783,0;3.0621,2.7511,0;4.0475,-4.6124,0;2.9189,-5.4733,0;3.872,-3.2039,0;2.0998,-5.3328,0;2.5586,-2.6523,0;.4669,-5.6437,0;.2845,-4.6605,0;-3.4605,-2.5114,0;-3.909,-.255,0;5.6441,-.2696,0;5.6699,-3.5984,0;4.6122,-6.3669,0;3.8078,-2.0405,0;-.7743,-5.8059,0;

Duplicates ChEBI188262_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188262_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188262_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188262_s0.sdf

Formula	C₂₄H₂₀O₁₃
MW	516.41
InChIKey	XHZPVEUPKOBOOZ-OKPOJWAQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-1.51
logP	0.4943
PSA	220.49
MR	122.843
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-419.42575
PM7_Total_Energy_ev	-7053.91405
PM7_Electronic_Energy_ev	-63700.56139
PM7_Dipole_Debye	3.03284
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.159
PM7_LUMO_Energy_ev	-2.252
PM7_COSMO_Area_square_ang	430.98
PM7_COSMO_Volue_cubic_ang	540.1
PM7_Electron_Affinity_ev	2.252
PM7_Ionization_Energy_ev	9.159
PM7_Energy_Gap_ev	6.907
PM7_Global_Hardness_ev	3.4535
PM7_Global_Softness_ev	0.2895613146083683
PM7_Chemical_Potential_ev	-5.7055
PM7_Electronigativity_ev	5.7055
PM7_Back_Donation_Energy_ev	-0.863375
PM7_Electrophilicity_ev	4.713005682640799
OPENEYE_Name	7-(3,4-dihydroxyphenyl)-11-oxo-6-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,8-dioxatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5(13),6,9-pentaene-3-carboxylic acid
SMILES	c1cc(c(cc1c2c(c3cc(oc4c3c(o2)cc(=O)c4)C(=O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(oc3c4c2cc(oc4cc(=O)c3)C(=O)O)c2ccc(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C24H20O13/c25-7-16-18(29)19(30)20(31)24(36-16)37-22-10-6-15(23(32)33)34-13-4-9(26)5-14(17(10)13)35-21(22)8-1-2-11(27)12(28)3-8/h1-6,16,18-20,24-25,27-31H,7H2,(H,32,33)/f/h32H
InChI_3D	1S/C24H20O13/c25-7-16-18(29)19(30)20(31)24(36-16)37-22-10-6-15(23(32)33)34-13-4-9(26)5-14(17(10)13)35-21(22)8-1-2-11(27)12(28)3-8/h1-6,16,18-20,24-25,27-31H,7H2,(H,32,33)/t16-,18-,19+,20+,24+/m1/s1
AuxInfo	1/1/N:1,2,3,9,8,7,24,4,17,11,5,6,14,13,16,22,12,20,19,21,10,15,18,23,36,25,30,31,34,33,35,26,32,28,27,29,37/E:(32,33)/F:1,2,3,9,8,7,24,4,17,11,5,6,14,13,16,22,12,20,19,21,10,15,18,23,36,25,30,31,34,33,35,32,26,28,27,29,37/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;s4;s7;d11;d8s12;d9s12;d10s11;d7;s8s9;s16;;s19;s19;s20;s21;s22;d17;d18;s10s13;s14s16;s22s23;s5;s6;s18;s19;s20;s21;s24;s15s23;s1;s2;s3;s7;s8;s9;s19;s20;s21;s22;s23;s24;s24;s30;s31;s32;s33;s34;s35;s36;/rC:-.8653,-1.5013,0;-1.7284,-2.0063,0;-1.7373,-.0012,0;-.8653,-.5013,0;-2.6004,-1.5063,0;-2.6093,-.5012,0;2.6039,-.5053,0;.8761,2.5245,0;2.6262,2.5061,0;;1.7371,0,0;1.7393,1.0052,0;.8707,1.5185,0;2.6132,1.498,0;.8707,-.4993,0;3.4805,-.0074,0;1.7576,3.0193,0;4.3437,-.5123,0;3.7238,-4.2313,0;3.0871,-5.0024,0;3.3798,-3.2923,0;2.0963,-4.8328,0;2.3891,-3.1227,0;.3757,-5.1521,0;1.7687,4.0192,0;4.338,-1.5123,0;0,1.0089,0;3.4848,1.0014,0;1.7423,-3.8921,0;-3.4635,-2.0114,0;-3.4767,-.0037,0;5.2125,-.0172,0;5.2358,-3.3502,0;4.6087,-5.8669,0;3.3758,-2.2923,0;-.6075,-5.3345,0;.8726,-2.2493,0;-.4315,-1.75,0;-1.7262,-2.5063,0;-1.7373,.4988,0;2.6011,-1.0053,0;.4453,2.7783,0;3.0621,2.7511,0;4.0475,-4.6124,0;2.9189,-5.4733,0;3.872,-3.2039,0;2.0998,-5.3328,0;2.5586,-2.6523,0;.4669,-5.6437,0;.2845,-4.6605,0;-3.4605,-2.5114,0;-3.909,-.255,0;5.6441,-.2696,0;5.6699,-3.5984,0;4.6122,-6.3669,0;3.8078,-2.0405,0;-.7743,-5.8059,0;
Duplicates	ChEBI188262_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188262_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188262_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188262_s0.sdf