CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI179853_s0 (95780)

Formula C₂₁H₂₂O₁₁

MW 450.4

InChIKey XXYNRADJSINGEO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.3

logP -0.913

PSA 186.37

MR 104.738

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -420.86223

PM7_Total_Energy_ev -6124.49871

PM7_Electronic_Energy_ev -50660.61268

PM7_Dipole_Debye 3.41941

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.605

PM7_LUMO_Energy_ev -0.759

PM7_COSMO_Area_square_ang 412.13

PM7_COSMO_Volue_cubic_ang 484.15

PM7_Electron_Affinity_ev 0.759

PM7_Ionization_Energy_ev 9.605

PM7_Energy_Gap_ev 8.846

PM7_Global_Hardness_ev 4.423

PM7_Global_Softness_ev 0.22609088853719195

PM7_Chemical_Potential_ev -5.182

PM7_Electronigativity_ev 5.182

PM7_Back_Donation_Energy_ev -1.10575

PM7_Electrophilicity_ev 3.035623332579697

OPENEYE_Name (2~{S})-2,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one

SMILES c1cc(ccc1C2(CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)CO)O)O)O)O2)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc3O[C@@](O)(CC(=O)c3c(c2)O)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H22O11/c22-8-15-17(26)18(27)19(28)20(31-15)30-11-5-12(24)16-13(25)7-21(29,32-14(16)6-11)9-1-3-10(23)4-2-9/h1-6,15,17-20,22-24,26-29H,7-8H2

InChI_3D 1S/C21H22O11/c22-8-15-17(26)18(27)19(28)20(31-15)30-11-5-12(24)16-13(25)7-21(29,32-14(16)6-11)9-1-3-10(23)4-2-9/h1-6,15,17-20,22-24,26-29H,7-8H2/t15-,17-,18+,19+,20-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,4,6,5,14,21,8,10,11,12,13,9,18,7,16,15,17,19,20,31,25,26,22,28,27,29,30,32,24,23/E:(1,2)(3,4)/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7;s3d4;s5d6;s6d7;s7;s13;;s15;s15;s16;s17;s8s14;s18;d13;s9s20;s18s19;s10;s12;s15;s16;s17;s20;s21;s11s19;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s18;s19;s21;s21;s25;s26;s27;s28;s29;s30;s31;/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;3.4761,-.0036,0;-3.3584,.3957,0;-3.7096,1.332,0;-2.3728,.226,0;-3.0688,2.1065,0;-1.732,1.0005,0;3.4774,1.0034,0;-2.4882,3.7574,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.0768,1.9447,0;4.8591,4.7683,0;.8675,-1.4978,0;-3.3479,-1.3543,0;-5.2173,.4436,0;-1.5038,-.2688,0;5.2002,.6961,0;-2.1564,4.7007,0;-.8675,1.5031,0;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;3.9687,.0821,0;3.6456,-.474,0;-3.8501,.305,0;-4.034,1.7125,0;-2.5415,-.2447,0;-3.504,2.3526,0;-1.4088,.6191,0;-2.9599,3.9233,0;-2.0165,3.5915,0;4.5388,5.1521,0;1.3004,-1.748,0;-3.7794,-1.6068,0;-5.6525,.6898,0;-1.5008,-.7688,0;5.3703,.2259,0;-2.4819,5.0802,0;

Duplicates ChEBI179853_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179750-0000179999/ChEBI179853_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179750-0000179999/ChEBI179853_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179750-0000179999/ChEBI179853_s0.sdf

Formula	C₂₁H₂₂O₁₁
MW	450.4
InChIKey	XXYNRADJSINGEO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.3
logP	-0.913
PSA	186.37
MR	104.738
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-420.86223
PM7_Total_Energy_ev	-6124.49871
PM7_Electronic_Energy_ev	-50660.61268
PM7_Dipole_Debye	3.41941
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.605
PM7_LUMO_Energy_ev	-0.759
PM7_COSMO_Area_square_ang	412.13
PM7_COSMO_Volue_cubic_ang	484.15
PM7_Electron_Affinity_ev	0.759
PM7_Ionization_Energy_ev	9.605
PM7_Energy_Gap_ev	8.846
PM7_Global_Hardness_ev	4.423
PM7_Global_Softness_ev	0.22609088853719195
PM7_Chemical_Potential_ev	-5.182
PM7_Electronigativity_ev	5.182
PM7_Back_Donation_Energy_ev	-1.10575
PM7_Electrophilicity_ev	3.035623332579697
OPENEYE_Name	(2~{S})-2,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one
SMILES	c1cc(ccc1C2(CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)CO)O)O)O)O2)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc3O[C@@](O)(CC(=O)c3c(c2)O)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H22O11/c22-8-15-17(26)18(27)19(28)20(31-15)30-11-5-12(24)16-13(25)7-21(29,32-14(16)6-11)9-1-3-10(23)4-2-9/h1-6,15,17-20,22-24,26-29H,7-8H2
InChI_3D	1S/C21H22O11/c22-8-15-17(26)18(27)19(28)20(31-15)30-11-5-12(24)16-13(25)7-21(29,32-14(16)6-11)9-1-3-10(23)4-2-9/h1-6,15,17-20,22-24,26-29H,7-8H2/t15-,17-,18+,19+,20-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,4,6,5,14,21,8,10,11,12,13,9,18,7,16,15,17,19,20,31,25,26,22,28,27,29,30,32,24,23/E:(1,2)(3,4)/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7;s3d4;s5d6;s6d7;s7;s13;;s15;s15;s16;s17;s8s14;s18;d13;s9s20;s18s19;s10;s12;s15;s16;s17;s20;s21;s11s19;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s18;s19;s21;s21;s25;s26;s27;s28;s29;s30;s31;/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;3.4761,-.0036,0;-3.3584,.3957,0;-3.7096,1.332,0;-2.3728,.226,0;-3.0688,2.1065,0;-1.732,1.0005,0;3.4774,1.0034,0;-2.4882,3.7574,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.0768,1.9447,0;4.8591,4.7683,0;.8675,-1.4978,0;-3.3479,-1.3543,0;-5.2173,.4436,0;-1.5038,-.2688,0;5.2002,.6961,0;-2.1564,4.7007,0;-.8675,1.5031,0;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;3.9687,.0821,0;3.6456,-.474,0;-3.8501,.305,0;-4.034,1.7125,0;-2.5415,-.2447,0;-3.504,2.3526,0;-1.4088,.6191,0;-2.9599,3.9233,0;-2.0165,3.5915,0;4.5388,5.1521,0;1.3004,-1.748,0;-3.7794,-1.6068,0;-5.6525,.6898,0;-1.5008,-.7688,0;5.3703,.2259,0;-2.4819,5.0802,0;
Duplicates	ChEBI179853_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179750-0000179999/ChEBI179853_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179750-0000179999/ChEBI179853_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179750-0000179999/ChEBI179853_s0.sdf