CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190346_s0 (104416)

Formula C₂₀H₁₈O₈

MW 386.36

InChIKey MRXGAQBSXMFBML-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 8

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.5

logP 1.0252

PSA 140.59

MR 98.6164

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -278.74695

PM7_Total_Energy_ev -5061.35997

PM7_Electronic_Energy_ev -41271.20174

PM7_Dipole_Debye 4.57535

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.46

PM7_LUMO_Energy_ev -1.005

PM7_COSMO_Area_square_ang 343.71

PM7_COSMO_Volue_cubic_ang 418.73

PM7_Electron_Affinity_ev 1.005

PM7_Ionization_Energy_ev 9.46

PM7_Energy_Gap_ev 8.455

PM7_Global_Hardness_ev 4.2275

PM7_Global_Softness_ev 0.23654642223536368

PM7_Chemical_Potential_ev -5.2325

PM7_Electronigativity_ev 5.2325

PM7_Back_Donation_Energy_ev -1.056875

PM7_Electrophilicity_ev 3.2382089000591368

OPENEYE_Name 5,7-dihydroxy-2-phenyl-8-[(2~{R},3~{S},4~{R},5~{R})-3,4,5-trihydroxytetrahydropyran-2-yl]chromen-4-one

SMILES c1ccc(cc1)c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(CO4)O)O)O

Canonical_SMILES O[C@@H]1[C@H](O)CO[C@@H]([C@H]1O)c1c(O)cc(c2c1oc(cc2=O)c1ccccc1)O

InChI 1/C20H18O8/c21-10-6-11(22)16(20-18(26)17(25)13(24)8-27-20)19-15(10)12(23)7-14(28-19)9-4-2-1-3-5-9/h1-7,13,17-18,20-22,24-26H,8H2

InChI_3D 1S/C20H18O8/c21-10-6-11(22)16(20-18(26)17(25)13(24)8-27-20)19-15(10)12(23)7-14(28-19)9-4-2-1-3-5-9/h1-7,13,17-18,20-22,24-26H,8H2/t13-,17-,18+,20-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,13,16,7,11,12,15,18,14,8,9,20,19,10,17,24,25,21,26,28,27,23,22/E:(2,3)(4,5)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d8s9;d6s8;s6d9;;s7d13;s8s13;;s9;s16;s17;s18s19;d15;s10s14;s16s17;s11;s12;s18;s19;s20;s1;s2;s3;s4;s5;s6;s13;s16;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;/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;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;2.4955,3.1142,0;.8676,2.5138,0;2.1476,4.0573,0;.5198,3.4569,0;1.1616,4.2239,0;2.5998,-1.5032,0;2.6052,1.5109,0;1.8572,2.3377,0;.8675,-1.4978,0;-.8675,1.5031,0;2.1367,5.8073,0;-.9928,2.5769,0;-.3569,5.0938,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.5071,0;5.2172,.5019,0;3.9212,2.7588,0;-.4327,-.2506,0;3.9084,-.2548,0;2.9269,3.3669,0;2.82,2.7338,0;.3754,2.4258,0;2.6396,4.1467,0;.1975,3.8392,0;1.3301,4.6946,0;1.3004,-1.748,0;-1.2998,1.2518,0;2.5682,6.0599,0;-1.4267,2.8254,0;-.3585,5.5938,0;

Duplicates ChEBI190346_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190346_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190346_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190346_s0.sdf

Formula	C₂₀H₁₈O₈
MW	386.36
InChIKey	MRXGAQBSXMFBML-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	8
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.5
logP	1.0252
PSA	140.59
MR	98.6164
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-278.74695
PM7_Total_Energy_ev	-5061.35997
PM7_Electronic_Energy_ev	-41271.20174
PM7_Dipole_Debye	4.57535
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.46
PM7_LUMO_Energy_ev	-1.005
PM7_COSMO_Area_square_ang	343.71
PM7_COSMO_Volue_cubic_ang	418.73
PM7_Electron_Affinity_ev	1.005
PM7_Ionization_Energy_ev	9.46
PM7_Energy_Gap_ev	8.455
PM7_Global_Hardness_ev	4.2275
PM7_Global_Softness_ev	0.23654642223536368
PM7_Chemical_Potential_ev	-5.2325
PM7_Electronigativity_ev	5.2325
PM7_Back_Donation_Energy_ev	-1.056875
PM7_Electrophilicity_ev	3.2382089000591368
OPENEYE_Name	5,7-dihydroxy-2-phenyl-8-[(2~{R},3~{S},4~{R},5~{R})-3,4,5-trihydroxytetrahydropyran-2-yl]chromen-4-one
SMILES	c1ccc(cc1)c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(CO4)O)O)O
Canonical_SMILES	O[C@@H]1[C@H](O)CO[C@@H]([C@H]1O)c1c(O)cc(c2c1oc(cc2=O)c1ccccc1)O
InChI	1/C20H18O8/c21-10-6-11(22)16(20-18(26)17(25)13(24)8-27-20)19-15(10)12(23)7-14(28-19)9-4-2-1-3-5-9/h1-7,13,17-18,20-22,24-26H,8H2
InChI_3D	1S/C20H18O8/c21-10-6-11(22)16(20-18(26)17(25)13(24)8-27-20)19-15(10)12(23)7-14(28-19)9-4-2-1-3-5-9/h1-7,13,17-18,20-22,24-26H,8H2/t13-,17-,18+,20-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,13,16,7,11,12,15,18,14,8,9,20,19,10,17,24,25,21,26,28,27,23,22/E:(2,3)(4,5)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d8s9;d6s8;s6d9;;s7d13;s8s13;;s9;s16;s17;s18s19;d15;s10s14;s16s17;s11;s12;s18;s19;s20;s1;s2;s3;s4;s5;s6;s13;s16;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;/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;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;2.4955,3.1142,0;.8676,2.5138,0;2.1476,4.0573,0;.5198,3.4569,0;1.1616,4.2239,0;2.5998,-1.5032,0;2.6052,1.5109,0;1.8572,2.3377,0;.8675,-1.4978,0;-.8675,1.5031,0;2.1367,5.8073,0;-.9928,2.5769,0;-.3569,5.0938,0;6.5216,2.7515,0;6.5213,1.2521,0;5.2265,3.5071,0;5.2172,.5019,0;3.9212,2.7588,0;-.4327,-.2506,0;3.9084,-.2548,0;2.9269,3.3669,0;2.82,2.7338,0;.3754,2.4258,0;2.6396,4.1467,0;.1975,3.8392,0;1.3301,4.6946,0;1.3004,-1.748,0;-1.2998,1.2518,0;2.5682,6.0599,0;-1.4267,2.8254,0;-.3585,5.5938,0;
Duplicates	ChEBI190346_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190346_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190346_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190346_s0.sdf