CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189903_s0 (104017)

Formula C₂₀H₁₈O₉

MW 402.36

InChIKey YCCJEBDPVUMZGE-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 8

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -1.38

logP 0.7308

PSA 160.82

MR 100.639

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -323.63778

PM7_Total_Energy_ev -5356.80523

PM7_Electronic_Energy_ev -43722.20161

PM7_Dipole_Debye 4.64838

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.465

PM7_LUMO_Energy_ev -0.976

PM7_COSMO_Area_square_ang 352.95

PM7_COSMO_Volue_cubic_ang 429.4

PM7_Electron_Affinity_ev 0.976

PM7_Ionization_Energy_ev 9.465

PM7_Energy_Gap_ev 8.489

PM7_Global_Hardness_ev 4.2445

PM7_Global_Softness_ev 0.23559901048415596

PM7_Chemical_Potential_ev -5.2205

PM7_Electronigativity_ev 5.2205

PM7_Back_Donation_Energy_ev -1.061125

PM7_Electrophilicity_ev 3.2104629815054775

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

SMILES c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(CO4)O)O)O)O

Canonical_SMILES Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)[C@H]1OC[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H18O9/c21-9-3-1-8(2-4-9)14-6-12(24)15-10(22)5-11(23)16(19(15)29-14)20-18(27)17(26)13(25)7-28-20/h1-6,13,17-18,20-23,25-27H,7H2

InChI_3D 1S/C20H18O9/c21-9-3-1-8(2-4-9)14-6-12(24)15-10(22)5-11(23)16(19(15)29-14)20-18(27)17(26)13(25)7-28-20/h1-6,13,17-18,20-23,25-27H,7H2/t13-,17-,18+,20-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,13,16,6,10,11,12,15,18,14,7,8,20,19,9,17,24,25,26,21,27,29,28,23,22/E:(1,2)(3,4)/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;;s8;s16;s17;s18s19;d15;s9s14;s16s17;s10;s11;s12;s18;s19;s20;s1;s2;s3;s4;s5;s13;s16;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;s29;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.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;6.9552,3.0005,0;.8675,-1.4978,0;-.8675,1.5031,0;2.1367,5.8073,0;-.9928,2.5769,0;-.3569,5.0938,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.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;6.9563,3.5005,0;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 ChEBI189903_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189903_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189903_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189903_s0.sdf

Formula	C₂₀H₁₈O₉
MW	402.36
InChIKey	YCCJEBDPVUMZGE-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	8
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-1.38
logP	0.7308
PSA	160.82
MR	100.639
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-323.63778
PM7_Total_Energy_ev	-5356.80523
PM7_Electronic_Energy_ev	-43722.20161
PM7_Dipole_Debye	4.64838
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.465
PM7_LUMO_Energy_ev	-0.976
PM7_COSMO_Area_square_ang	352.95
PM7_COSMO_Volue_cubic_ang	429.4
PM7_Electron_Affinity_ev	0.976
PM7_Ionization_Energy_ev	9.465
PM7_Energy_Gap_ev	8.489
PM7_Global_Hardness_ev	4.2445
PM7_Global_Softness_ev	0.23559901048415596
PM7_Chemical_Potential_ev	-5.2205
PM7_Electronigativity_ev	5.2205
PM7_Back_Donation_Energy_ev	-1.061125
PM7_Electrophilicity_ev	3.2104629815054775
OPENEYE_Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2~{R},3~{S},4~{R},5~{R})-3,4,5-trihydroxytetrahydropyran-2-yl]chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(CO4)O)O)O)O
Canonical_SMILES	Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)[C@H]1OC[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H18O9/c21-9-3-1-8(2-4-9)14-6-12(24)15-10(22)5-11(23)16(19(15)29-14)20-18(27)17(26)13(25)7-28-20/h1-6,13,17-18,20-23,25-27H,7H2
InChI_3D	1S/C20H18O9/c21-9-3-1-8(2-4-9)14-6-12(24)15-10(22)5-11(23)16(19(15)29-14)20-18(27)17(26)13(25)7-28-20/h1-6,13,17-18,20-23,25-27H,7H2/t13-,17-,18+,20-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,13,16,6,10,11,12,15,18,14,7,8,20,19,9,17,24,25,26,21,27,29,28,23,22/E:(1,2)(3,4)/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;;s8;s16;s17;s18s19;d15;s9s14;s16s17;s10;s11;s12;s18;s19;s20;s1;s2;s3;s4;s5;s13;s16;s16;s17;s18;s19;s20;s24;s25;s26;s27;s28;s29;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.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;6.9552,3.0005,0;.8675,-1.4978,0;-.8675,1.5031,0;2.1367,5.8073,0;-.9928,2.5769,0;-.3569,5.0938,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.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;6.9563,3.5005,0;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	ChEBI189903_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189903_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189903_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189903_s0.sdf