CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191902 (105622)

Formula C₂₁H₂₀O₁₀

MW 432.38

InChIKey MEHCTOVFPFJFEW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -0.27

logP -0.1073

PSA 166.14

MR 104.011

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -321.267

PM7_Total_Energy_ev -5800.26005

PM7_Electronic_Energy_ev -44451.04804

PM7_Dipole_Debye 5.56705

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.755

PM7_LUMO_Energy_ev -1.115

PM7_COSMO_Area_square_ang 416.61

PM7_COSMO_Volue_cubic_ang 468.57

PM7_Electron_Affinity_ev 1.115

PM7_Ionization_Energy_ev 8.755

PM7_Energy_Gap_ev 7.64

PM7_Global_Hardness_ev 3.82

PM7_Global_Softness_ev 0.2617801047120419

PM7_Chemical_Potential_ev -4.935

PM7_Electronigativity_ev 4.935

PM7_Back_Donation_Energy_ev -0.955

PM7_Electrophilicity_ev 3.187725785340314

OPENEYE_Name (2~{Z})-2-[(3,4-dihydroxyphenyl)methylene]-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzofuran-3-one

SMILES c1cc(cc2c1C(=O)C(=Cc3ccc(c(c3)O)O)O2)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc3c(c2)O/C(=Cc2ccc(c(c2)O)O)/C3=O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-10-2-3-11-14(7-10)30-15(17(11)25)6-9-1-4-12(23)13(24)5-9/h1-7,16,18-24,26-28H,8H2

InChI_3D 1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-10-2-3-11-14(7-10)30-15(17(11)25)6-9-1-4-12(23)13(24)5-9/h1-7,16,18-24,26-28H,8H2/b15-6-/t16-,18-,19+,20-,21-/m1/s1

AuxInfo 1/0/N:2,3,1,4,5,15,6,21,8,10,7,11,12,9,14,19,13,17,16,18,20,30,25,26,22,28,27,29,31,23,24/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2d5;s6d7;s3d6;s4;s5d11;s7;s13;s8w14;;s16;s16;s17;s18;s19;d13;s9s14;s19s20;s11;s12;s16;s17;s18;s21;s10s20;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC:.868,-.4978,0;5.7858,1.3699,0;;6.2895,2.2338,0;4.2844,2.2396,0;.868,1.5138,0;1.736,-.0012,0;4.7857,1.3684,0;1.736,1.0058,0;0,1.0058,0;5.7881,3.105,0;4.783,3.1124,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;-3.3584,.3959,0;-3.7096,1.3323,0;-2.3729,.2262,0;-3.0688,2.1067,0;-1.732,1.0007,0;-2.4881,3.7576,0;3.0028,-1.2636,0;2.6938,1.3169,0;-2.0768,1.9449,0;6.2919,3.9689,0;4.2842,3.9791,0;-3.348,-1.354,0;-5.2174,.4439,0;-1.5039,-.2686,0;-2.1562,4.7009,0;-.8675,1.5032,0;.8677,-.9978,0;6.0352,.9366,0;-.4327,-.2506,0;6.7895,2.2324,0;3.7844,2.2389,0;.868,2.0138,0;4.5358,.0694,0;-3.8501,.3053,0;-4.034,1.7128,0;-2.5415,-.2445,0;-3.504,2.3529,0;-1.4088,.6192,0;-2.9597,3.9235,0;-2.0164,3.5917,0;6.7919,3.9667,0;4.5348,4.4118,0;-3.7795,-1.6066,0;-5.6526,.6901,0;-1.5009,-.7686,0;-2.4818,5.0804,0;

Duplicates ChEBI191902

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191902.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191902.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191902.sdf

Formula	C₂₁H₂₀O₁₀
MW	432.38
InChIKey	MEHCTOVFPFJFEW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-0.27
logP	-0.1073
PSA	166.14
MR	104.011
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-321.267
PM7_Total_Energy_ev	-5800.26005
PM7_Electronic_Energy_ev	-44451.04804
PM7_Dipole_Debye	5.56705
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.755
PM7_LUMO_Energy_ev	-1.115
PM7_COSMO_Area_square_ang	416.61
PM7_COSMO_Volue_cubic_ang	468.57
PM7_Electron_Affinity_ev	1.115
PM7_Ionization_Energy_ev	8.755
PM7_Energy_Gap_ev	7.64
PM7_Global_Hardness_ev	3.82
PM7_Global_Softness_ev	0.2617801047120419
PM7_Chemical_Potential_ev	-4.935
PM7_Electronigativity_ev	4.935
PM7_Back_Donation_Energy_ev	-0.955
PM7_Electrophilicity_ev	3.187725785340314
OPENEYE_Name	(2~{Z})-2-[(3,4-dihydroxyphenyl)methylene]-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzofuran-3-one
SMILES	c1cc(cc2c1C(=O)C(=Cc3ccc(c(c3)O)O)O2)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc3c(c2)O/C(=Cc2ccc(c(c2)O)O)/C3=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-10-2-3-11-14(7-10)30-15(17(11)25)6-9-1-4-12(23)13(24)5-9/h1-7,16,18-24,26-28H,8H2
InChI_3D	1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-10-2-3-11-14(7-10)30-15(17(11)25)6-9-1-4-12(23)13(24)5-9/h1-7,16,18-24,26-28H,8H2/b15-6-/t16-,18-,19+,20-,21-/m1/s1
AuxInfo	1/0/N:2,3,1,4,5,15,6,21,8,10,7,11,12,9,14,19,13,17,16,18,20,30,25,26,22,28,27,29,31,23,24/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2d5;s6d7;s3d6;s4;s5d11;s7;s13;s8w14;;s16;s16;s17;s18;s19;d13;s9s14;s19s20;s11;s12;s16;s17;s18;s21;s10s20;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC:.868,-.4978,0;5.7858,1.3699,0;;6.2895,2.2338,0;4.2844,2.2396,0;.868,1.5138,0;1.736,-.0012,0;4.7857,1.3684,0;1.736,1.0058,0;0,1.0058,0;5.7881,3.105,0;4.783,3.1124,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;-3.3584,.3959,0;-3.7096,1.3323,0;-2.3729,.2262,0;-3.0688,2.1067,0;-1.732,1.0007,0;-2.4881,3.7576,0;3.0028,-1.2636,0;2.6938,1.3169,0;-2.0768,1.9449,0;6.2919,3.9689,0;4.2842,3.9791,0;-3.348,-1.354,0;-5.2174,.4439,0;-1.5039,-.2686,0;-2.1562,4.7009,0;-.8675,1.5032,0;.8677,-.9978,0;6.0352,.9366,0;-.4327,-.2506,0;6.7895,2.2324,0;3.7844,2.2389,0;.868,2.0138,0;4.5358,.0694,0;-3.8501,.3053,0;-4.034,1.7128,0;-2.5415,-.2445,0;-3.504,2.3529,0;-1.4088,.6192,0;-2.9597,3.9235,0;-2.0164,3.5917,0;6.7919,3.9667,0;4.5348,4.4118,0;-3.7795,-1.6066,0;-5.6526,.6901,0;-1.5009,-.7686,0;-2.4818,5.0804,0;
Duplicates	ChEBI191902
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191902.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191902.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191902.sdf