CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189729_s0 (103875)

Formula C₂₂H₂₂O₁₂

MW 478.41

InChIKey NEAWXAXVQDDFJL-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 6

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 -0.57

logP 0.0839

PSA 192.44

MR 110.795

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -439.32634

PM7_Total_Energy_ev -6541.97661

PM7_Electronic_Energy_ev -52963.2872

PM7_Dipole_Debye 2.5428

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.925

PM7_LUMO_Energy_ev -0.727

PM7_COSMO_Area_square_ang 445.29

PM7_COSMO_Volue_cubic_ang 506.59

PM7_Electron_Affinity_ev 0.727

PM7_Ionization_Energy_ev 8.925

PM7_Energy_Gap_ev 8.198

PM7_Global_Hardness_ev 4.099

PM7_Global_Softness_ev 0.2439619419370578

PM7_Chemical_Potential_ev -4.826

PM7_Electronigativity_ev 4.826

PM7_Back_Donation_Energy_ev -1.02475

PM7_Electrophilicity_ev 2.8409704806050255

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(2~{R})-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-4-oxo-chroman-7-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O2)O)OC

Canonical_SMILES COc1ccc(cc1O)[C@H]1CC(=O)c2c(O1)cc(cc2O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C22H22O12/c1-31-13-3-2-8(4-10(13)23)14-7-12(25)16-11(24)5-9(6-15(16)33-14)32-22-19(28)17(26)18(27)20(34-22)21(29)30/h2-6,14,17-20,22-24,26-28H,7H2,1H3,(H,29,30)/f/h29H

InChI_3D 1S/C22H22O12/c1-31-13-3-2-8(4-10(13)23)14-7-12(25)16-11(24)5-9(6-15(16)33-14)32-22-19(28)17(26)18(27)20(34-22)21(29)30/h2-6,14,17-20,22-24,26-28H,7H2,1H3,(H,29,30)/t14-,17+,18+,19-,20+,22-/m1/s1

AuxInfo 1/1/N:22,1,2,3,5,4,15,7,11,10,12,13,9,16,8,6,19,18,20,17,14,21,27,28,23,31,30,32,24,29,34,33,25,26/E:(29,30)/F:22,1,2,3,5,4,15,7,11,10,12,13,9,16,8,6,19,18,20,17,14,21,27,28,23,31,30,32,29,24,34,33,25,26/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s6;s2;s3d9;s4d5;s5d6;s6;;s13;s7s15;s14;s17;s18;s19;s20;;d13;d14;s8s16;s17s21;s10;s12;s14;s18;s19;s20;s11s21;s9s22;s1;s2;s3;s4;s5;s15;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;-2.737,3.0499,0;3.4761,-.0036,0;3.4774,1.0034,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;4.2092,5.5297,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;6.1476,3.23,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;4.8533,4.7648,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;3.8267,5.2077,0;4.5917,5.8518,0;3.8872,5.9122,0;6.3192,3.6996,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI189729_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189729_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189729_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189729_s0.sdf

Formula	C₂₂H₂₂O₁₂
MW	478.41
InChIKey	NEAWXAXVQDDFJL-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	6
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	-0.57
logP	0.0839
PSA	192.44
MR	110.795
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-439.32634
PM7_Total_Energy_ev	-6541.97661
PM7_Electronic_Energy_ev	-52963.2872
PM7_Dipole_Debye	2.5428
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.925
PM7_LUMO_Energy_ev	-0.727
PM7_COSMO_Area_square_ang	445.29
PM7_COSMO_Volue_cubic_ang	506.59
PM7_Electron_Affinity_ev	0.727
PM7_Ionization_Energy_ev	8.925
PM7_Energy_Gap_ev	8.198
PM7_Global_Hardness_ev	4.099
PM7_Global_Softness_ev	0.2439619419370578
PM7_Chemical_Potential_ev	-4.826
PM7_Electronigativity_ev	4.826
PM7_Back_Donation_Energy_ev	-1.02475
PM7_Electrophilicity_ev	2.8409704806050255
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(2~{R})-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-4-oxo-chroman-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O2)O)OC
Canonical_SMILES	COc1ccc(cc1O)[C@H]1CC(=O)c2c(O1)cc(cc2O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C22H22O12/c1-31-13-3-2-8(4-10(13)23)14-7-12(25)16-11(24)5-9(6-15(16)33-14)32-22-19(28)17(26)18(27)20(34-22)21(29)30/h2-6,14,17-20,22-24,26-28H,7H2,1H3,(H,29,30)/f/h29H
InChI_3D	1S/C22H22O12/c1-31-13-3-2-8(4-10(13)23)14-7-12(25)16-11(24)5-9(6-15(16)33-14)32-22-19(28)17(26)18(27)20(34-22)21(29)30/h2-6,14,17-20,22-24,26-28H,7H2,1H3,(H,29,30)/t14-,17+,18+,19-,20+,22-/m1/s1
AuxInfo	1/1/N:22,1,2,3,5,4,15,7,11,10,12,13,9,16,8,6,19,18,20,17,14,21,27,28,23,31,30,32,24,29,34,33,25,26/E:(29,30)/F:22,1,2,3,5,4,15,7,11,10,12,13,9,16,8,6,19,18,20,17,14,21,27,28,23,31,30,32,29,24,34,33,25,26/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s6;s2;s3d9;s4d5;s5d6;s6;;s13;s7s15;s14;s17;s18;s19;s20;;d13;d14;s8s16;s17s21;s10;s12;s14;s18;s19;s20;s11s21;s9s22;s1;s2;s3;s4;s5;s15;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;-2.737,3.0499,0;3.4761,-.0036,0;3.4774,1.0034,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;4.2092,5.5297,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;6.1476,3.23,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;4.8533,4.7648,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;3.8267,5.2077,0;4.5917,5.8518,0;3.8872,5.9122,0;6.3192,3.6996,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI189729_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189729_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189729_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189729_s0.sdf