CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191760 (105511)

Formula C₂₃H₂₂O₁₂

MW 490.42

InChIKey IOKMQETVPIUDOP-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP 0.71

logP 0.4538

PSA 185.35

MR 117.682

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -407.84541

PM7_Total_Energy_ev -6663.65997

PM7_Electronic_Energy_ev -55609.92609

PM7_Dipole_Debye 4.48021

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.919

PM7_LUMO_Energy_ev -0.902

PM7_COSMO_Area_square_ang 449.57

PM7_COSMO_Volue_cubic_ang 520.64

PM7_Electron_Affinity_ev 0.902

PM7_Ionization_Energy_ev 8.919

PM7_Energy_Gap_ev 8.017

PM7_Global_Hardness_ev 4.0085

PM7_Global_Softness_ev 0.24946987651241112

PM7_Chemical_Potential_ev -4.9105

PM7_Electronigativity_ev 4.9105

PM7_Back_Donation_Energy_ev -1.002125

PM7_Electrophilicity_ev 3.007734844705002

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

SMILES c1cc(ccc1c2coc3cc(c(c(c3c2=O)O)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC

Canonical_SMILES COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)cc2c(c1O)c(=O)c(co2)c1ccc(cc1)OC

InChI 1/C23H22O12/c1-31-10-5-3-9(4-6-10)11-8-33-12-7-13(20(32-2)16(25)14(12)15(11)24)34-23-19(28)17(26)18(27)21(35-23)22(29)30/h3-8,17-19,21,23,25-28H,1-2H3,(H,29,30)/f/h29H

InChI_3D 1S/C23H22O12/c1-31-10-5-3-9(4-6-10)11-8-33-12-7-13(20(32-2)16(25)14(12)15(11)24)34-23-19(28)17(26)18(27)21(35-23)22(29)30/h3-8,17-19,21,23,25-28H,1-2H3,(H,29,30)/t17-,18-,19+,21-,23+/m0/s1

AuxInfo 1/1/N:22,23,1,2,3,4,5,13,6,9,14,8,10,7,15,11,19,18,20,12,17,16,21,24,28,31,30,32,25,29,34,35,26,33,27/E:(3,4)(5,6)(29,30)/F:22,23,1,2,3,4,5,13,6,9,14,8,10,7,15,11,19,18,20,12,17,16,21,24,28,31,30,32,29,25,34,35,26,33,27/E:(3,4)(5,6)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s3d4;s5;d7;d10s11;;s6d13;s7s14;;s16;s17;s18;s19;s20;;;d15;d16;s8s13;s17s21;s11;s16;s18;s19;s20;s10s21;s9s22;s12s23;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;.868,-.4978,0;;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-3.1468,2.3351,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;7.8112,-1.5204,0;-.8639,-1.5013,0;2.5998,-1.5032,0;-2.8094,1.3938,0;2.6052,1.5109,0;-1.8595,2.3236,0;.8675,-1.4978,0;-4.1308,2.5136,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;6.9438,-2.0181,0;-.8653,-.5013,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;.8678,2.0138,0;3.911,1.2524,0;-2.9326,3.3493,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;7.5624,-1.0867,0;8.06,-1.9541,0;8.2449,-1.2716,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;1.3004,-1.748,0;-4.454,2.1321,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;

Duplicates ChEBI191760

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191760.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191760.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191760.sdf

Formula	C₂₃H₂₂O₁₂
MW	490.42
InChIKey	IOKMQETVPIUDOP-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	0.71
logP	0.4538
PSA	185.35
MR	117.682
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-407.84541
PM7_Total_Energy_ev	-6663.65997
PM7_Electronic_Energy_ev	-55609.92609
PM7_Dipole_Debye	4.48021
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.919
PM7_LUMO_Energy_ev	-0.902
PM7_COSMO_Area_square_ang	449.57
PM7_COSMO_Volue_cubic_ang	520.64
PM7_Electron_Affinity_ev	0.902
PM7_Ionization_Energy_ev	8.919
PM7_Energy_Gap_ev	8.017
PM7_Global_Hardness_ev	4.0085
PM7_Global_Softness_ev	0.24946987651241112
PM7_Chemical_Potential_ev	-4.9105
PM7_Electronigativity_ev	4.9105
PM7_Back_Donation_Energy_ev	-1.002125
PM7_Electrophilicity_ev	3.007734844705002
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2coc3cc(c(c(c3c2=O)O)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC
Canonical_SMILES	COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)cc2c(c1O)c(=O)c(co2)c1ccc(cc1)OC
InChI	1/C23H22O12/c1-31-10-5-3-9(4-6-10)11-8-33-12-7-13(20(32-2)16(25)14(12)15(11)24)34-23-19(28)17(26)18(27)21(35-23)22(29)30/h3-8,17-19,21,23,25-28H,1-2H3,(H,29,30)/f/h29H
InChI_3D	1S/C23H22O12/c1-31-10-5-3-9(4-6-10)11-8-33-12-7-13(20(32-2)16(25)14(12)15(11)24)34-23-19(28)17(26)18(27)21(35-23)22(29)30/h3-8,17-19,21,23,25-28H,1-2H3,(H,29,30)/t17-,18-,19+,21-,23+/m0/s1
AuxInfo	1/1/N:22,23,1,2,3,4,5,13,6,9,14,8,10,7,15,11,19,18,20,12,17,16,21,24,28,31,30,32,25,29,34,35,26,33,27/E:(3,4)(5,6)(29,30)/F:22,23,1,2,3,4,5,13,6,9,14,8,10,7,15,11,19,18,20,12,17,16,21,24,28,31,30,32,29,25,34,35,26,33,27/E:(3,4)(5,6)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;d5s7;s3d4;s5;d7;d10s11;;s6d13;s7s14;;s16;s17;s18;s19;s20;;;d15;d16;s8s13;s17s21;s11;s16;s18;s19;s20;s10s21;s9s22;s12s23;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;.868,1.5138,0;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;.868,-.4978,0;;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-3.1468,2.3351,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;7.8112,-1.5204,0;-.8639,-1.5013,0;2.5998,-1.5032,0;-2.8094,1.3938,0;2.6052,1.5109,0;-1.8595,2.3236,0;.8675,-1.4978,0;-4.1308,2.5136,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;6.9438,-2.0181,0;-.8653,-.5013,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;.8678,2.0138,0;3.911,1.2524,0;-2.9326,3.3493,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;7.5624,-1.0867,0;8.06,-1.9541,0;8.2449,-1.2716,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;1.3004,-1.748,0;-4.454,2.1321,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;
Duplicates	ChEBI191760
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191760.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191760.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191760.sdf