CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189452 (103656)

Formula C₂₂H₂₀O₁₂

MW 476.39

InChIKey LNIVUWPCHRNJLG-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.44

logP -0.0638

PSA 196.35

MR 113.064

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -414.9723

PM7_Total_Energy_ev -6514.24797

PM7_Electronic_Energy_ev -53585.0515

PM7_Dipole_Debye 6.4673

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.882

PM7_LUMO_Energy_ev -1.086

PM7_COSMO_Area_square_ang 444.17

PM7_COSMO_Volue_cubic_ang 503.82

PM7_Electron_Affinity_ev 1.086

PM7_Ionization_Energy_ev 8.882

PM7_Energy_Gap_ev 7.796

PM7_Global_Hardness_ev 3.898

PM7_Global_Softness_ev 0.2565418163160595

PM7_Chemical_Potential_ev -4.984

PM7_Electronigativity_ev 4.984

PM7_Back_Donation_Energy_ev -0.9745

PM7_Electrophilicity_ev 3.1862821959979475

OPENEYE_Name methyl (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylate

SMILES c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)O)OC4C(C(C(C(O4)C(=O)OC)O)O)O)O

Canonical_SMILES COC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H20O12/c1-31-21(30)20-18(28)17(27)19(29)22(34-20)33-13-7-12-14(16(26)15(13)25)10(24)6-11(32-12)8-2-4-9(23)5-3-8/h2-7,17-20,22-23,25-29H,1H3

InChI_3D 1S/C22H20O12/c1-31-21(30)20-18(28)17(27)19(29)22(34-20)33-13-7-12-14(16(26)15(13)25)10(24)6-11(32-12)8-2-4-9(23)5-3-8/h2-7,17-20,22-23,25-29H,1H3/t17-,18-,19+,20-,22+/m0/s1

AuxInfo 1/0/N:22,1,2,3,4,13,5,6,9,15,14,8,10,7,12,11,19,18,20,17,16,21,27,23,29,28,31,30,32,24,34,25,33,26/E:(2,3)(4,5)/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s3d4;s5;d7;d10s11;;s6d13;s7s13;;s16;s17;s18;s19;s20;;d15;d16;s8s14;s17s21;s9;s11;s12;s18;s19;s20;s10s21;s16s22;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.3649,3.6005,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-5.0969,3.6056,0;2.5998,-1.5032,0;-3.362,4.6005,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9552,3.0005,0;.8675,-1.4978,0;-.8653,-.5013,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-4.2324,3.1031,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-2.8236,2.7166,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-5.3482,3.1733,0;-4.8457,4.0379,0;-5.5292,3.8568,0;6.9563,3.5005,0;1.3004,-1.748,0;-.8646,-1.0013,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;

Duplicates ChEBI189452

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189452.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189452.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189452.sdf

Formula	C₂₂H₂₀O₁₂
MW	476.39
InChIKey	LNIVUWPCHRNJLG-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.44
logP	-0.0638
PSA	196.35
MR	113.064
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-414.9723
PM7_Total_Energy_ev	-6514.24797
PM7_Electronic_Energy_ev	-53585.0515
PM7_Dipole_Debye	6.4673
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.882
PM7_LUMO_Energy_ev	-1.086
PM7_COSMO_Area_square_ang	444.17
PM7_COSMO_Volue_cubic_ang	503.82
PM7_Electron_Affinity_ev	1.086
PM7_Ionization_Energy_ev	8.882
PM7_Energy_Gap_ev	7.796
PM7_Global_Hardness_ev	3.898
PM7_Global_Softness_ev	0.2565418163160595
PM7_Chemical_Potential_ev	-4.984
PM7_Electronigativity_ev	4.984
PM7_Back_Donation_Energy_ev	-0.9745
PM7_Electrophilicity_ev	3.1862821959979475
OPENEYE_Name	methyl (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylate
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)O)OC4C(C(C(C(O4)C(=O)OC)O)O)O)O
Canonical_SMILES	COC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H20O12/c1-31-21(30)20-18(28)17(27)19(29)22(34-20)33-13-7-12-14(16(26)15(13)25)10(24)6-11(32-12)8-2-4-9(23)5-3-8/h2-7,17-20,22-23,25-29H,1H3
InChI_3D	1S/C22H20O12/c1-31-21(30)20-18(28)17(27)19(29)22(34-20)33-13-7-12-14(16(26)15(13)25)10(24)6-11(32-12)8-2-4-9(23)5-3-8/h2-7,17-20,22-23,25-29H,1H3/t17-,18-,19+,20-,22+/m0/s1
AuxInfo	1/0/N:22,1,2,3,4,13,5,6,9,15,14,8,10,7,12,11,19,18,20,17,16,21,27,23,29,28,31,30,32,24,34,25,33,26/E:(2,3)(4,5)/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s3d4;s5;d7;d10s11;;s6d13;s7s13;;s16;s17;s18;s19;s20;;d15;d16;s8s14;s17s21;s9;s11;s12;s18;s19;s20;s10s21;s16s22;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.3649,3.6005,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-5.0969,3.6056,0;2.5998,-1.5032,0;-3.362,4.6005,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9552,3.0005,0;.8675,-1.4978,0;-.8653,-.5013,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-4.2324,3.1031,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-2.8236,2.7166,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-5.3482,3.1733,0;-4.8457,4.0379,0;-5.5292,3.8568,0;6.9563,3.5005,0;1.3004,-1.748,0;-.8646,-1.0013,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;
Duplicates	ChEBI189452
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189452.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189452.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189452.sdf