CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186697_s0 (101195)

Formula C₂₁H₁₈O₈

MW 398.37

InChIKey QUUPCIGFPBAXIO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.01

logP 1.6219

PSA 137.43

MR 102.462

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -262.45489

PM7_Total_Energy_ev -5183.8872

PM7_Electronic_Energy_ev -40608.60794

PM7_Dipole_Debye 7.7945

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.709

PM7_LUMO_Energy_ev -1.257

PM7_COSMO_Area_square_ang 375.94

PM7_COSMO_Volue_cubic_ang 434.39

PM7_Electron_Affinity_ev 1.257

PM7_Ionization_Energy_ev 9.709

PM7_Energy_Gap_ev 8.452

PM7_Global_Hardness_ev 4.226

PM7_Global_Softness_ev 0.23663038334122102

PM7_Chemical_Potential_ev -5.483

PM7_Electronigativity_ev 5.483

PM7_Back_Donation_Energy_ev -1.0565

PM7_Electrophilicity_ev 3.5569438002839564

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

SMILES c1ccc(cc1)c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(=O)C(O4)C)O)O)O

Canonical_SMILES C[C@H]1O[C@@H]([C@H]([C@@H](C1=O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccccc1

InChI 1/C21H18O8/c1-9-17(24)19(26)20(27)21(28-9)16-12(23)8-14-15(18(16)25)11(22)7-13(29-14)10-5-3-2-4-6-10/h2-9,19-21,23,25-27H,1H3

InChI_3D 1S/C21H18O8/c1-9-17(24)19(26)20(27)21(28-9)16-12(23)8-14-15(18(16)25)11(22)7-13(29-14)10-5-3-2-4-6-10/h2-9,19-21,23,25-27H,1H3/t9-,19-,20+,21-/m1/s1

AuxInfo 1/0/N:21,1,2,3,4,5,13,6,19,7,15,11,14,10,8,9,16,12,18,20,17,22,26,23,27,28,29,25,24/E:(3,4)(5,6)/rA:47cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d6s8;s6d9;d8s9;;s7d13;s8s13;;s9;s16;s16;s17s18;s19;d15;d16;s10s14;s17s19;s11;s12;s18;s20;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s20;s21;s21;s21;s26;s27;s28;s29;/rC:6.088,2.5025,0;6.0886,1.5025,0;5.2246,3.0071,0;5.2169,1.0019,0;4.3529,2.5065,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.4913,-.5426,0;-1.5143,-.8772,0;-3.1415,-1.4795,0;-2.8493,.2309,0;-2.1563,-1.6507,0;-3.719,.7245,0;2.5998,-1.5032,0;-4.4773,-.3757,0;2.6052,1.5109,0;-1.8576,.0675,0;-.8675,1.5031,0;.8675,-1.4978,0;-3.1338,-3.2295,0;-.6369,-2.519,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.507,0;5.2172,.5019,0;3.9212,2.7588,0;.8678,2.0138,0;3.9084,-.2548,0;-1.1916,-1.2591,0;-3.6334,-1.5694,0;-2.6827,.7023,0;-2.3256,-2.1211,0;-3.9658,.2897,0;-3.4722,1.1593,0;-4.1539,.9713,0;-.869,2.0031,0;1.3004,-1.748,0;-3.5657,-3.4814,0;-.6347,-3.019,0;

Duplicates ChEBI186697_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186697_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186697_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186697_s0.sdf

Formula	C₂₁H₁₈O₈
MW	398.37
InChIKey	QUUPCIGFPBAXIO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.01
logP	1.6219
PSA	137.43
MR	102.462
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-262.45489
PM7_Total_Energy_ev	-5183.8872
PM7_Electronic_Energy_ev	-40608.60794
PM7_Dipole_Debye	7.7945
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.709
PM7_LUMO_Energy_ev	-1.257
PM7_COSMO_Area_square_ang	375.94
PM7_COSMO_Volue_cubic_ang	434.39
PM7_Electron_Affinity_ev	1.257
PM7_Ionization_Energy_ev	9.709
PM7_Energy_Gap_ev	8.452
PM7_Global_Hardness_ev	4.226
PM7_Global_Softness_ev	0.23663038334122102
PM7_Chemical_Potential_ev	-5.483
PM7_Electronigativity_ev	5.483
PM7_Back_Donation_Energy_ev	-1.0565
PM7_Electrophilicity_ev	3.5569438002839564
OPENEYE_Name	6-[(2~{R},3~{S},4~{S},6~{R})-3,4-dihydroxy-6-methyl-5-oxo-tetrahydropyran-2-yl]-5,7-dihydroxy-2-phenyl-chromen-4-one
SMILES	c1ccc(cc1)c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(=O)C(O4)C)O)O)O
Canonical_SMILES	C[C@H]1O[C@@H]([C@H]([C@@H](C1=O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccccc1
InChI	1/C21H18O8/c1-9-17(24)19(26)20(27)21(28-9)16-12(23)8-14-15(18(16)25)11(22)7-13(29-14)10-5-3-2-4-6-10/h2-9,19-21,23,25-27H,1H3
InChI_3D	1S/C21H18O8/c1-9-17(24)19(26)20(27)21(28-9)16-12(23)8-14-15(18(16)25)11(22)7-13(29-14)10-5-3-2-4-6-10/h2-9,19-21,23,25-27H,1H3/t9-,19-,20+,21-/m1/s1
AuxInfo	1/0/N:21,1,2,3,4,5,13,6,19,7,15,11,14,10,8,9,16,12,18,20,17,22,26,23,27,28,29,25,24/E:(3,4)(5,6)/rA:47cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d6s8;s6d9;d8s9;;s7d13;s8s13;;s9;s16;s16;s17s18;s19;d15;d16;s10s14;s17s19;s11;s12;s18;s20;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s20;s21;s21;s21;s26;s27;s28;s29;/rC:6.088,2.5025,0;6.0886,1.5025,0;5.2246,3.0071,0;5.2169,1.0019,0;4.3529,2.5065,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.4913,-.5426,0;-1.5143,-.8772,0;-3.1415,-1.4795,0;-2.8493,.2309,0;-2.1563,-1.6507,0;-3.719,.7245,0;2.5998,-1.5032,0;-4.4773,-.3757,0;2.6052,1.5109,0;-1.8576,.0675,0;-.8675,1.5031,0;.8675,-1.4978,0;-3.1338,-3.2295,0;-.6369,-2.519,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.507,0;5.2172,.5019,0;3.9212,2.7588,0;.8678,2.0138,0;3.9084,-.2548,0;-1.1916,-1.2591,0;-3.6334,-1.5694,0;-2.6827,.7023,0;-2.3256,-2.1211,0;-3.9658,.2897,0;-3.4722,1.1593,0;-4.1539,.9713,0;-.869,2.0031,0;1.3004,-1.748,0;-3.5657,-3.4814,0;-.6347,-3.019,0;
Duplicates	ChEBI186697_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186697_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186697_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186697_s0.sdf