CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192519_s0 (106083)

Formula C₂₀H₂₀O₁₀

MW 420.37

InChIKey MFEQYWBUZLFDAE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.25

logP -0.056

PSA 166.14

MR 99.1469

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -369.26503

PM7_Total_Energy_ev -5678.97613

PM7_Electronic_Energy_ev -46537.56449

PM7_Dipole_Debye 5.87137

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.479

PM7_LUMO_Energy_ev -0.695

PM7_COSMO_Area_square_ang 377.93

PM7_COSMO_Volue_cubic_ang 449.03

PM7_Electron_Affinity_ev 0.695

PM7_Ionization_Energy_ev 9.479

PM7_Energy_Gap_ev 8.784

PM7_Global_Hardness_ev 4.392

PM7_Global_Softness_ev 0.22768670309653916

PM7_Chemical_Potential_ev -5.087

PM7_Electronigativity_ev 5.087

PM7_Back_Donation_Energy_ev -1.098

PM7_Electrophilicity_ev 2.945989184881603

OPENEYE_Name (2~{S},3~{S})-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2~{R},3~{S},4~{R},5~{R})-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-chroman-4-one

SMILES c1cc(ccc1C2C(C(=O)c3c(cc(cc3O)O)O2)OC4C(C(C(CO4)O)O)O)O

Canonical_SMILES Oc1ccc(cc1)[C@@H]1Oc2cc(O)cc(c2C(=O)[C@H]1O[C@H]1OC[C@H]([C@H]([C@@H]1O)O)O)O

InChI 1/C20H20O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17-25,27H,7H2

InChI_3D 1S/C20H20O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17-25,27H,7H2/t12-,15-,17+,18+,19-,20-/m1/s1

AuxInfo 1/0/N:1,2,3,4,6,5,14,8,10,11,12,17,9,7,18,13,19,15,16,20,24,25,26,27,28,21,29,23,22,30/E:(1,2)(3,4)/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7;s3d4;s5d6;s6d7;s7;;s8;s13s15;s14;s17;s18;s19;d13;s9s15;s14s20;s10;s11;s12;s17;s18;s19;s16s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;s29;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;5.8892,-1.8974,0;3.4774,1.0034,0;3.4761,-.0036,0;5.8821,-2.9026,0;5.0111,-3.3939,0;4.1471,-2.8903,0;4.1542,-1.8851,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.0253,-1.3836,0;4.8591,4.7683,0;-.8675,1.5031,0;.8675,-1.4978,0;6.4658,-4.5523,0;3.8781,-4.7276,0;2.4256,-2.5759,0;3.8152,-.9444,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;-.4327,-.2506,0;6.3808,-1.9887,0;6.0654,-1.4295,0;3.9696,.9156,0;3.9687,.0821,0;6.3752,-2.8197,0;5.3294,-3.7795,0;3.9737,-3.3593,0;3.6614,-1.9694,0;4.5388,5.1521,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.9574,-4.6436,0;4.0462,-5.1985,0;2.1019,-2.957,0;

Duplicates ChEBI192519_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192519_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192519_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192519_s0.sdf

Formula	C₂₀H₂₀O₁₀
MW	420.37
InChIKey	MFEQYWBUZLFDAE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.25
logP	-0.056
PSA	166.14
MR	99.1469
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-369.26503
PM7_Total_Energy_ev	-5678.97613
PM7_Electronic_Energy_ev	-46537.56449
PM7_Dipole_Debye	5.87137
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.479
PM7_LUMO_Energy_ev	-0.695
PM7_COSMO_Area_square_ang	377.93
PM7_COSMO_Volue_cubic_ang	449.03
PM7_Electron_Affinity_ev	0.695
PM7_Ionization_Energy_ev	9.479
PM7_Energy_Gap_ev	8.784
PM7_Global_Hardness_ev	4.392
PM7_Global_Softness_ev	0.22768670309653916
PM7_Chemical_Potential_ev	-5.087
PM7_Electronigativity_ev	5.087
PM7_Back_Donation_Energy_ev	-1.098
PM7_Electrophilicity_ev	2.945989184881603
OPENEYE_Name	(2~{S},3~{S})-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2~{R},3~{S},4~{R},5~{R})-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-chroman-4-one
SMILES	c1cc(ccc1C2C(C(=O)c3c(cc(cc3O)O)O2)OC4C(C(C(CO4)O)O)O)O
Canonical_SMILES	Oc1ccc(cc1)[C@@H]1Oc2cc(O)cc(c2C(=O)[C@H]1O[C@H]1OC[C@H]([C@H]([C@@H]1O)O)O)O
InChI	1/C20H20O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17-25,27H,7H2
InChI_3D	1S/C20H20O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17-25,27H,7H2/t12-,15-,17+,18+,19-,20-/m1/s1
AuxInfo	1/0/N:1,2,3,4,6,5,14,8,10,11,12,17,9,7,18,13,19,15,16,20,24,25,26,27,28,21,29,23,22,30/E:(1,2)(3,4)/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7;s3d4;s5d6;s6d7;s7;;s8;s13s15;s14;s17;s18;s19;d13;s9s15;s14s20;s10;s11;s12;s17;s18;s19;s16s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;s29;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;5.8892,-1.8974,0;3.4774,1.0034,0;3.4761,-.0036,0;5.8821,-2.9026,0;5.0111,-3.3939,0;4.1471,-2.8903,0;4.1542,-1.8851,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.0253,-1.3836,0;4.8591,4.7683,0;-.8675,1.5031,0;.8675,-1.4978,0;6.4658,-4.5523,0;3.8781,-4.7276,0;2.4256,-2.5759,0;3.8152,-.9444,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;-.4327,-.2506,0;6.3808,-1.9887,0;6.0654,-1.4295,0;3.9696,.9156,0;3.9687,.0821,0;6.3752,-2.8197,0;5.3294,-3.7795,0;3.9737,-3.3593,0;3.6614,-1.9694,0;4.5388,5.1521,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.9574,-4.6436,0;4.0462,-5.1985,0;2.1019,-2.957,0;
Duplicates	ChEBI192519_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192519_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192519_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192519_s0.sdf