CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183359 (98171)

Formula C₁₉H₁₈O₁₁

MW 422.34

InChIKey IOJCAEBIAPRCCI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.98

logP -0.7583

PSA 190.28

MR 100.204

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -404.68017

PM7_Total_Energy_ev -5824.27025

PM7_Electronic_Energy_ev -44929.95801

PM7_Dipole_Debye 4.80244

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.899

PM7_LUMO_Energy_ev -1.169

PM7_COSMO_Area_square_ang 381.26

PM7_COSMO_Volue_cubic_ang 437.96

PM7_Electron_Affinity_ev 1.169

PM7_Ionization_Energy_ev 8.899

PM7_Energy_Gap_ev 7.73

PM7_Global_Hardness_ev 3.865

PM7_Global_Softness_ev 0.258732212160414

PM7_Chemical_Potential_ev -5.034

PM7_Electronigativity_ev 5.034

PM7_Back_Donation_Energy_ev -0.96625

PM7_Electrophilicity_ev 3.2782866752910738

OPENEYE_Name 1,5,8-trihydroxy-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-xanthen-9-one

SMILES c1cc(c2c(c1O)c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc2c(c3=O)c(O)ccc2O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C19H18O11/c20-5-11-14(24)16(26)17(27)19(30-11)28-6-3-9(23)12-10(4-6)29-18-8(22)2-1-7(21)13(18)15(12)25/h1-4,11,14,16-17,19-24,26-27H,5H2

InChI_3D 1S/C19H18O11/c20-5-11-14(24)16(26)17(27)19(30-11)28-6-3-9(23)12-10(4-6)29-18-8(22)2-1-7(21)13(18)15(12)25/h1-4,11,14,16-17,19-24,26-27H,5H2/t11-,14-,16+,17-,19-/m1/s1

AuxInfo 1/0/N:1,2,4,3,19,11,9,10,12,7,17,5,6,15,13,14,16,8,18,29,23,24,25,27,20,26,28,30,21,22/rA:48cCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;;;;d3s5;s6;s1d6;s2d8;s3d4;s4d5;s5s6;;s14;s14;s15;s16;s17;d13;s7s8;s17s18;s9;s10;s12;s14;s15;s16;s19;s11s18;s1;s2;s3;s4;s14;s15;s16;s17;s18;s19;s19;s23;s24;s25;s26;s27;s28;s29;/rC:;0,-1.0057,0;4.3422,-1.5068,0;5.2154,.0028,0;3.4735,.0022,0;1.7358,0,0;3.4738,-1.0059,0;1.7371,-1.0057,0;.8679,.5079,0;.8679,-1.5033,0;5.2158,-1.0053,0;4.3415,.5094,0;2.6012,.5067,0;8.5766,-.4089,0;8.9241,-1.3466,0;7.5917,-.2352,0;8.2802,-2.1185,0;6.9479,-1.0071,0;7.6929,-3.767,0;2.5985,1.5067,0;2.6038,-1.5046,0;7.2888,-1.9527,0;.8679,1.5079,0;.8676,-2.5033,0;4.3398,1.5094,0;8.5732,1.3411,0;10.4354,-.4643,0;6.7248,.2631,0;7.3573,-4.709,0;6.0813,-1.5062,0;-.4337,.2487,0;-.4326,-1.2564,0;4.3417,-2.0068,0;5.6486,.2525,0;9.0686,-.3201,0;9.2469,-1.7284,0;7.7623,.2348,0;8.7144,-2.3664,0;6.6261,-.6244,0;8.1639,-3.9348,0;7.2219,-3.5992,0;.4349,1.7579,0;1.3005,-2.7534,0;3.9063,1.7586,0;9.0057,1.592,0;10.8696,-.7122,0;6.7238,.7631,0;7.6813,-5.0898,0;

Duplicates ChEBI183359

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183359.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183359.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183359.sdf

Formula	C₁₉H₁₈O₁₁
MW	422.34
InChIKey	IOJCAEBIAPRCCI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.98
logP	-0.7583
PSA	190.28
MR	100.204
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-404.68017
PM7_Total_Energy_ev	-5824.27025
PM7_Electronic_Energy_ev	-44929.95801
PM7_Dipole_Debye	4.80244
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.899
PM7_LUMO_Energy_ev	-1.169
PM7_COSMO_Area_square_ang	381.26
PM7_COSMO_Volue_cubic_ang	437.96
PM7_Electron_Affinity_ev	1.169
PM7_Ionization_Energy_ev	8.899
PM7_Energy_Gap_ev	7.73
PM7_Global_Hardness_ev	3.865
PM7_Global_Softness_ev	0.258732212160414
PM7_Chemical_Potential_ev	-5.034
PM7_Electronigativity_ev	5.034
PM7_Back_Donation_Energy_ev	-0.96625
PM7_Electrophilicity_ev	3.2782866752910738
OPENEYE_Name	1,5,8-trihydroxy-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-xanthen-9-one
SMILES	c1cc(c2c(c1O)c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc2c(c3=O)c(O)ccc2O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C19H18O11/c20-5-11-14(24)16(26)17(27)19(30-11)28-6-3-9(23)12-10(4-6)29-18-8(22)2-1-7(21)13(18)15(12)25/h1-4,11,14,16-17,19-24,26-27H,5H2
InChI_3D	1S/C19H18O11/c20-5-11-14(24)16(26)17(27)19(30-11)28-6-3-9(23)12-10(4-6)29-18-8(22)2-1-7(21)13(18)15(12)25/h1-4,11,14,16-17,19-24,26-27H,5H2/t11-,14-,16+,17-,19-/m1/s1
AuxInfo	1/0/N:1,2,4,3,19,11,9,10,12,7,17,5,6,15,13,14,16,8,18,29,23,24,25,27,20,26,28,30,21,22/rA:48cCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;;;;d3s5;s6;s1d6;s2d8;s3d4;s4d5;s5s6;;s14;s14;s15;s16;s17;d13;s7s8;s17s18;s9;s10;s12;s14;s15;s16;s19;s11s18;s1;s2;s3;s4;s14;s15;s16;s17;s18;s19;s19;s23;s24;s25;s26;s27;s28;s29;/rC:;0,-1.0057,0;4.3422,-1.5068,0;5.2154,.0028,0;3.4735,.0022,0;1.7358,0,0;3.4738,-1.0059,0;1.7371,-1.0057,0;.8679,.5079,0;.8679,-1.5033,0;5.2158,-1.0053,0;4.3415,.5094,0;2.6012,.5067,0;8.5766,-.4089,0;8.9241,-1.3466,0;7.5917,-.2352,0;8.2802,-2.1185,0;6.9479,-1.0071,0;7.6929,-3.767,0;2.5985,1.5067,0;2.6038,-1.5046,0;7.2888,-1.9527,0;.8679,1.5079,0;.8676,-2.5033,0;4.3398,1.5094,0;8.5732,1.3411,0;10.4354,-.4643,0;6.7248,.2631,0;7.3573,-4.709,0;6.0813,-1.5062,0;-.4337,.2487,0;-.4326,-1.2564,0;4.3417,-2.0068,0;5.6486,.2525,0;9.0686,-.3201,0;9.2469,-1.7284,0;7.7623,.2348,0;8.7144,-2.3664,0;6.6261,-.6244,0;8.1639,-3.9348,0;7.2219,-3.5992,0;.4349,1.7579,0;1.3005,-2.7534,0;3.9063,1.7586,0;9.0057,1.592,0;10.8696,-.7122,0;6.7238,.7631,0;7.6813,-5.0898,0;
Duplicates	ChEBI183359
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183359.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183359.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183250-0000183499/ChEBI183359.sdf