CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28556 (8277)

Formula C₂₅H₂₄O₁₃

MW 532.46

InChIKey VRCBYTZZZFFKEN-LELJVTLKNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 65

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -0.27

logP 0.3785

PSA 202.42

MR 126.896

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -477.86056

PM7_Total_Energy_ev -7232.78746

PM7_Electronic_Energy_ev -66059.24814

PM7_Dipole_Debye 1.82769

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.993

PM7_LUMO_Energy_ev -0.956

PM7_COSMO_Area_square_ang 455.92

PM7_COSMO_Volue_cubic_ang 575.33

PM7_Electron_Affinity_ev 0.956

PM7_Ionization_Energy_ev 8.993

PM7_Energy_Gap_ev 8.037

PM7_Global_Hardness_ev 4.0185

PM7_Global_Softness_ev 0.24884907303720294

PM7_Chemical_Potential_ev -4.9745

PM7_Electronigativity_ev 4.9745

PM7_Back_Donation_Energy_ev -1.004625

PM7_Electrophilicity_ev 3.0789660632076647

OPENEYE_Name 3-oxo-3-[[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methoxy]propanoic acid

SMILES c1cc(ccc1c2coc3cc(cc(c3c2=O)O)OC4C(C(C(C(O4)COC(=O)CC(=O)O)O)O)O)OC

Canonical_SMILES COc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2)O[C@@H]1O[C@H](COC(=O)CC(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C25H24O13/c1-34-12-4-2-11(3-5-12)14-9-35-16-7-13(6-15(26)20(16)21(14)30)37-25-24(33)23(32)22(31)17(38-25)10-36-19(29)8-18(27)28/h2-7,9,17,22-26,31-33H,8,10H2,1H3,(H,27,28)/f/h27H

InChI_3D 1S/C25H24O13/c1-34-12-4-2-11(3-5-12)14-9-35-16-7-13(6-15(26)20(16)21(14)30)37-25-24(33)23(32)22(31)17(38-25)10-36-19(29)8-18(27)28/h2-7,9,17,22-26,31-33H,8,10H2,1H3,(H,27,28)/t17-,22-,23+,24-,25-/m1/s1

AuxInfo 1/1/N:23,1,2,3,4,6,5,24,13,25,7,10,11,14,12,9,21,16,17,8,15,19,18,20,22,31,27,32,28,26,34,33,35,37,29,38,36,30/E:(2,3)(4,5)(27,28)/F:23,1,2,3,4,6,5,24,13,25,7,10,11,14,12,9,21,16,17,8,15,19,18,20,22,31,32,27,28,26,34,33,35,37,29,38,36,30/E:(2,3)(4,5)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s14;;;;s18;s18;s19;s20;;s16s17;s21;d15;d16;d17;s9s13;s21s22;s12;s16;s18;s19;s20;s11s22;s10s23;s17s25;s1;s2;s3;s4;s5;s6;s13;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s25;s25;s31;s32;s33;s34;s35;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;.868,1.5138,0;;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-2.1439,7.3465,0;-2.8075,5.4597,0;-3.3584,.3957,0;-3.7096,1.332,0;-2.3728,.226,0;-3.0688,2.1065,0;-1.732,1.0005,0;7.8112,-1.5204,0;-2.4757,6.4031,0;-2.4882,3.7574,0;2.5998,-1.5032,0;-1.161,7.5308,0;-3.7903,5.2754,0;2.6052,1.5109,0;-2.0768,1.9447,0;.8675,-1.4978,0;-2.795,8.1055,0;-3.3479,-1.3543,0;-5.2173,.4436,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.9438,-2.0181,0;-2.1564,4.7007,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;.8678,2.0138,0;-.4327,-.2506,0;3.911,1.2524,0;-3.8501,.305,0;-4.034,1.7125,0;-2.5415,-.2447,0;-3.504,2.3526,0;-1.4088,.6191,0;7.5624,-1.0867,0;8.06,-1.9541,0;8.2449,-1.2716,0;-2.004,6.2372,0;-2.9474,6.569,0;-2.9599,3.9233,0;-2.0165,3.5915,0;1.3004,-1.748,0;-2.6291,8.5771,0;-3.7794,-1.6068,0;-5.6525,.6898,0;-1.5008,-.7688,0;

Duplicates ChEBI28556;ChEBI190739_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28556.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28556.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28556.sdf

Formula	C₂₅H₂₄O₁₃
MW	532.46
InChIKey	VRCBYTZZZFFKEN-LELJVTLKNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	65
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-0.27
logP	0.3785
PSA	202.42
MR	126.896
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-477.86056
PM7_Total_Energy_ev	-7232.78746
PM7_Electronic_Energy_ev	-66059.24814
PM7_Dipole_Debye	1.82769
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.993
PM7_LUMO_Energy_ev	-0.956
PM7_COSMO_Area_square_ang	455.92
PM7_COSMO_Volue_cubic_ang	575.33
PM7_Electron_Affinity_ev	0.956
PM7_Ionization_Energy_ev	8.993
PM7_Energy_Gap_ev	8.037
PM7_Global_Hardness_ev	4.0185
PM7_Global_Softness_ev	0.24884907303720294
PM7_Chemical_Potential_ev	-4.9745
PM7_Electronigativity_ev	4.9745
PM7_Back_Donation_Energy_ev	-1.004625
PM7_Electrophilicity_ev	3.0789660632076647
OPENEYE_Name	3-oxo-3-[[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methoxy]propanoic acid
SMILES	c1cc(ccc1c2coc3cc(cc(c3c2=O)O)OC4C(C(C(C(O4)COC(=O)CC(=O)O)O)O)O)OC
Canonical_SMILES	COc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2)O[C@@H]1O[C@H](COC(=O)CC(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C25H24O13/c1-34-12-4-2-11(3-5-12)14-9-35-16-7-13(6-15(26)20(16)21(14)30)37-25-24(33)23(32)22(31)17(38-25)10-36-19(29)8-18(27)28/h2-7,9,17,22-26,31-33H,8,10H2,1H3,(H,27,28)/f/h27H
InChI_3D	1S/C25H24O13/c1-34-12-4-2-11(3-5-12)14-9-35-16-7-13(6-15(26)20(16)21(14)30)37-25-24(33)23(32)22(31)17(38-25)10-36-19(29)8-18(27)28/h2-7,9,17,22-26,31-33H,8,10H2,1H3,(H,27,28)/t17-,22-,23+,24-,25-/m1/s1
AuxInfo	1/1/N:23,1,2,3,4,6,5,24,13,25,7,10,11,14,12,9,21,16,17,8,15,19,18,20,22,31,27,32,28,26,34,33,35,37,29,38,36,30/E:(2,3)(4,5)(27,28)/F:23,1,2,3,4,6,5,24,13,25,7,10,11,14,12,9,21,16,17,8,15,19,18,20,22,31,32,27,28,26,34,33,35,37,29,38,36,30/E:(2,3)(4,5)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s14;;;;s18;s18;s19;s20;;s16s17;s21;d15;d16;d17;s9s13;s21s22;s12;s16;s18;s19;s20;s11s22;s10s23;s17s25;s1;s2;s3;s4;s5;s6;s13;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s25;s25;s31;s32;s33;s34;s35;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;.868,1.5138,0;;4.3408,-.5059,0;1.736,-.0012,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-2.1439,7.3465,0;-2.8075,5.4597,0;-3.3584,.3957,0;-3.7096,1.332,0;-2.3728,.226,0;-3.0688,2.1065,0;-1.732,1.0005,0;7.8112,-1.5204,0;-2.4757,6.4031,0;-2.4882,3.7574,0;2.5998,-1.5032,0;-1.161,7.5308,0;-3.7903,5.2754,0;2.6052,1.5109,0;-2.0768,1.9447,0;.8675,-1.4978,0;-2.795,8.1055,0;-3.3479,-1.3543,0;-5.2173,.4436,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.9438,-2.0181,0;-2.1564,4.7007,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;.8678,2.0138,0;-.4327,-.2506,0;3.911,1.2524,0;-3.8501,.305,0;-4.034,1.7125,0;-2.5415,-.2447,0;-3.504,2.3526,0;-1.4088,.6191,0;7.5624,-1.0867,0;8.06,-1.9541,0;8.2449,-1.2716,0;-2.004,6.2372,0;-2.9474,6.569,0;-2.9599,3.9233,0;-2.0165,3.5915,0;1.3004,-1.748,0;-2.6291,8.5771,0;-3.7794,-1.6068,0;-5.6525,.6898,0;-1.5008,-.7688,0;
Duplicates	ChEBI28556;ChEBI190739_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28556.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28556.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28556.sdf