CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI177566 (93828)

Formula C₂₂H₂₈O₁₃

MW 500.46

InChIKey PRTGXBPFDYMIJH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 13

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -2.01

logP -2.8957

PSA 208.74

MR 113.979

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -496.11385

PM7_Total_Energy_ev -6917.80535

PM7_Electronic_Energy_ev -60479.98306

PM7_Dipole_Debye 7.43124

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.12

PM7_LUMO_Energy_ev -0.679

PM7_COSMO_Area_square_ang 460.72

PM7_COSMO_Volue_cubic_ang 548.71

PM7_Electron_Affinity_ev 0.679

PM7_Ionization_Energy_ev 9.12

PM7_Energy_Gap_ev 8.441

PM7_Global_Hardness_ev 4.2205

PM7_Global_Softness_ev 0.23693875133278047

PM7_Chemical_Potential_ev -4.8995

PM7_Electronigativity_ev 4.8995

PM7_Back_Donation_Energy_ev -1.055125

PM7_Electrophilicity_ev 2.843869239426608

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

SMILES c1cc(cc2c1c(cc(=O)o2)C)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O

InChI 1/C22H28O13/c1-8-4-14(25)32-11-5-9(2-3-10(8)11)31-21-19(30)17(28)20(13(7-24)34-21)35-22-18(29)16(27)15(26)12(6-23)33-22/h2-5,12-13,15-24,26-30H,6-7H2,1H3

InChI_3D 1S/C22H28O13/c1-8-4-14(25)32-11-5-9(2-3-10(8)11)31-21-19(30)17(28)20(13(7-24)34-21)35-22-18(29)16(27)15(26)12(6-23)33-22/h2-5,12-13,15-24,26-30H,6-7H2,1H3/t12-,13-,15-,16+,17-,18-,19-,20-,21-,22+/m1/s1

AuxInfo 1/0/N:20,2,1,7,3,21,22,8,6,4,5,16,17,9,12,10,11,14,15,13,18,19,32,33,23,29,27,28,30,31,34,24,25,26,35/rA:63cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4d7;s7;;;s10;s11;s10;s11;s12;s13;s15;s14;s8;s16;s17;d9;s5s9;s16s19;s17s18;s10;s11;s12;s14;s15;s21;s22;s6s18;s13s19;s1;s2;s3;s7;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s27;s28;s29;s30;s31;s32;s33;/rC:.868,-.4978,0;;.868,1.5138,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;-7.7016,-.6784,0;-3.3584,.3957,0;-8.0584,.2559,0;-3.7096,1.332,0;-6.7151,-.8423,0;-2.3728,.226,0;-7.4221,1.0341,0;-3.0688,2.1065,0;-1.732,1.0005,0;-6.0789,-.064,0;2.5999,-1.5032,0;-6.8512,2.6883,0;-2.4882,3.7574,0;4.3446,1.5014,0;2.6052,1.5109,0;-6.4292,.8781,0;-2.0768,1.9447,0;-7.6809,-2.4283,0;-3.3479,-1.3543,0;-9.5609,-.6414,0;-5.1893,-1.6993,0;-1.5038,-.2688,0;-6.525,3.6336,0;-2.1564,4.7007,0;-.8675,1.5031,0;-5.2173,.4436,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;3.9084,-.2548,0;-8.1928,-.772,0;-3.8501,.305,0;-8.385,.6344,0;-4.034,1.7125,0;-6.881,-1.314,0;-2.5415,-.2447,0;-7.8588,1.2777,0;-3.504,2.3526,0;-1.4088,.6191,0;-5.7534,-.4436,0;3.0998,-1.5046,0;2.0999,-1.5018,0;2.5985,-2.0032,0;-7.3239,2.8515,0;-6.3786,2.5252,0;-2.9599,3.9233,0;-2.0165,3.5915,0;-8.1109,-2.6834,0;-3.7794,-1.6068,0;-9.9975,-.3978,0;-5.1834,-2.1992,0;-1.5008,-.7688,0;-6.8527,4.0112,0;-2.4819,5.0802,0;

Duplicates ChEBI177566

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177566.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177566.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177566.sdf

Formula	C₂₂H₂₈O₁₃
MW	500.46
InChIKey	PRTGXBPFDYMIJH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	13
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-2.01
logP	-2.8957
PSA	208.74
MR	113.979
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-496.11385
PM7_Total_Energy_ev	-6917.80535
PM7_Electronic_Energy_ev	-60479.98306
PM7_Dipole_Debye	7.43124
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.12
PM7_LUMO_Energy_ev	-0.679
PM7_COSMO_Area_square_ang	460.72
PM7_COSMO_Volue_cubic_ang	548.71
PM7_Electron_Affinity_ev	0.679
PM7_Ionization_Energy_ev	9.12
PM7_Energy_Gap_ev	8.441
PM7_Global_Hardness_ev	4.2205
PM7_Global_Softness_ev	0.23693875133278047
PM7_Chemical_Potential_ev	-4.8995
PM7_Electronigativity_ev	4.8995
PM7_Back_Donation_Energy_ev	-1.055125
PM7_Electrophilicity_ev	2.843869239426608
OPENEYE_Name	7-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-4-methyl-chromen-2-one
SMILES	c1cc(cc2c1c(cc(=O)o2)C)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
InChI	1/C22H28O13/c1-8-4-14(25)32-11-5-9(2-3-10(8)11)31-21-19(30)17(28)20(13(7-24)34-21)35-22-18(29)16(27)15(26)12(6-23)33-22/h2-5,12-13,15-24,26-30H,6-7H2,1H3
InChI_3D	1S/C22H28O13/c1-8-4-14(25)32-11-5-9(2-3-10(8)11)31-21-19(30)17(28)20(13(7-24)34-21)35-22-18(29)16(27)15(26)12(6-23)33-22/h2-5,12-13,15-24,26-30H,6-7H2,1H3/t12-,13-,15-,16+,17-,18-,19-,20-,21-,22+/m1/s1
AuxInfo	1/0/N:20,2,1,7,3,21,22,8,6,4,5,16,17,9,12,10,11,14,15,13,18,19,32,33,23,29,27,28,30,31,34,24,25,26,35/rA:63cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4d7;s7;;;s10;s11;s10;s11;s12;s13;s15;s14;s8;s16;s17;d9;s5s9;s16s19;s17s18;s10;s11;s12;s14;s15;s21;s22;s6s18;s13s19;s1;s2;s3;s7;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s27;s28;s29;s30;s31;s32;s33;/rC:.868,-.4978,0;;.868,1.5138,0;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;3.4761,-.0036,0;2.6026,-.5032,0;3.4774,1.0034,0;-7.7016,-.6784,0;-3.3584,.3957,0;-8.0584,.2559,0;-3.7096,1.332,0;-6.7151,-.8423,0;-2.3728,.226,0;-7.4221,1.0341,0;-3.0688,2.1065,0;-1.732,1.0005,0;-6.0789,-.064,0;2.5999,-1.5032,0;-6.8512,2.6883,0;-2.4882,3.7574,0;4.3446,1.5014,0;2.6052,1.5109,0;-6.4292,.8781,0;-2.0768,1.9447,0;-7.6809,-2.4283,0;-3.3479,-1.3543,0;-9.5609,-.6414,0;-5.1893,-1.6993,0;-1.5038,-.2688,0;-6.525,3.6336,0;-2.1564,4.7007,0;-.8675,1.5031,0;-5.2173,.4436,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;3.9084,-.2548,0;-8.1928,-.772,0;-3.8501,.305,0;-8.385,.6344,0;-4.034,1.7125,0;-6.881,-1.314,0;-2.5415,-.2447,0;-7.8588,1.2777,0;-3.504,2.3526,0;-1.4088,.6191,0;-5.7534,-.4436,0;3.0998,-1.5046,0;2.0999,-1.5018,0;2.5985,-2.0032,0;-7.3239,2.8515,0;-6.3786,2.5252,0;-2.9599,3.9233,0;-2.0165,3.5915,0;-8.1109,-2.6834,0;-3.7794,-1.6068,0;-9.9975,-.3978,0;-5.1834,-2.1992,0;-1.5008,-.7688,0;-6.8527,4.0112,0;-2.4819,5.0802,0;
Duplicates	ChEBI177566
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177566.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177566.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177566.sdf