CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186393_s0 (100930)

Formula C₂₄H₂₈O₁₃

MW 524.48

InChIKey GWCKEYBXVJCUKX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 13

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -1.02

logP -0.4014

PSA 204.83

MR 122.685

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -496.63353

PM7_Total_Energy_ev -7163.80071

PM7_Electronic_Energy_ev -68785.26065

PM7_Dipole_Debye 5.02392

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.854

PM7_LUMO_Energy_ev -0.354

PM7_COSMO_Area_square_ang 458.71

PM7_COSMO_Volue_cubic_ang 573.54

PM7_Electron_Affinity_ev 0.354

PM7_Ionization_Energy_ev 8.854

PM7_Energy_Gap_ev 8.5

PM7_Global_Hardness_ev 4.25

PM7_Global_Softness_ev 0.23529411764705882

PM7_Chemical_Potential_ev -4.604

PM7_Electronigativity_ev 4.604

PM7_Back_Donation_Energy_ev -1.0625

PM7_Electrophilicity_ev 2.4937430588235294

OPENEYE_Name [(2~{R},3~{R})-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-3-yl] acetate

SMILES c1cc(c(cc1C2C(Cc3c(c(c(cc3OC)O)OC4C(C(C(C(O4)CO)O)O)O)O2)OC(=O)C)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2c(O)cc(c3c2O[C@@H]([C@@H](C3)OC(=O)C)c2ccc(c(c2)O)O)OC)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C24H28O13/c1-9(26)34-16-6-11-15(33-2)7-14(29)23(37-24-20(32)19(31)18(30)17(8-25)35-24)22(11)36-21(16)10-3-4-12(27)13(28)5-10/h3-5,7,16-21,24-25,27-32H,6,8H2,1-2H3

InChI_3D 1S/C24H28O13/c1-9(26)34-16-6-11-15(33-2)7-14(29)23(37-24-20(32)19(31)18(30)17(8-25)35-24)22(11)36-21(16)10-3-4-12(27)13(28)5-10/h3-5,7,16-21,24-25,27-32H,6,8H2,1-2H3/t16-,17-,18-,19+,20+,21-,24+/m1/s1

AuxInfo 1/0/N:22,23,1,2,3,14,4,24,13,5,6,8,9,11,10,16,20,18,17,19,15,7,12,21,34,25,28,29,30,32,31,33,36,37,27,26,35/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;;s6;s5;s14s15;;s17;s17;s18;s19;s13;;s20;d13;s7s15;s20s21;s8;s9;s11;s17;s18;s19;s24;s12s21;s10s23;s13s16;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s28;s29;s30;s31;s32;s33;s34;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;5.1024,-.5996,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;-1.3326,4.1231,0;-.6953,4.8937,0;-.9892,3.1838,0;.2954,4.7234,0;.0014,3.0135,0;4.7583,-1.5385,0;1.7329,-2.7483,0;2.0163,5.0415,0;6.0876,-.4281,0;2.6052,1.5109,0;.6488,3.7824,0;4.8533,4.7648,0;6.1476,3.23,0;-.8675,1.5031,0;-2.8452,3.243,0;-2.2162,5.7593,0;-1.9736,3.0078,0;2.9996,5.2232,0;.8676,2.5138,0;.8671,-2.2478,0;4.4613,.1679,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;-1.656,4.5044,0;-.5267,5.3645,0;-.9876,2.6838,0;.2923,5.2234,0;-.1685,2.5433,0;5.2277,-1.7106,0;4.2888,-1.3665,0;4.5862,-2.008,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;1.9254,5.5331,0;2.1071,4.5498,0;4.5313,5.1473,0;6.3192,3.6996,0;-1.2998,1.2518,0;-3.279,3.4916,0;-2.2193,6.2593,0;-2.1435,2.5376,0;3.1668,5.6944,0;

Duplicates ChEBI186393_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186393_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186393_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186393_s0.sdf

Formula	C₂₄H₂₈O₁₃
MW	524.48
InChIKey	GWCKEYBXVJCUKX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	13
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-1.02
logP	-0.4014
PSA	204.83
MR	122.685
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-496.63353
PM7_Total_Energy_ev	-7163.80071
PM7_Electronic_Energy_ev	-68785.26065
PM7_Dipole_Debye	5.02392
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.854
PM7_LUMO_Energy_ev	-0.354
PM7_COSMO_Area_square_ang	458.71
PM7_COSMO_Volue_cubic_ang	573.54
PM7_Electron_Affinity_ev	0.354
PM7_Ionization_Energy_ev	8.854
PM7_Energy_Gap_ev	8.5
PM7_Global_Hardness_ev	4.25
PM7_Global_Softness_ev	0.23529411764705882
PM7_Chemical_Potential_ev	-4.604
PM7_Electronigativity_ev	4.604
PM7_Back_Donation_Energy_ev	-1.0625
PM7_Electrophilicity_ev	2.4937430588235294
OPENEYE_Name	[(2~{R},3~{R})-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-3-yl] acetate
SMILES	c1cc(c(cc1C2C(Cc3c(c(c(cc3OC)O)OC4C(C(C(C(O4)CO)O)O)O)O2)OC(=O)C)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(O)cc(c3c2O[C@@H]([C@@H](C3)OC(=O)C)c2ccc(c(c2)O)O)OC)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C24H28O13/c1-9(26)34-16-6-11-15(33-2)7-14(29)23(37-24-20(32)19(31)18(30)17(8-25)35-24)22(11)36-21(16)10-3-4-12(27)13(28)5-10/h3-5,7,16-21,24-25,27-32H,6,8H2,1-2H3
InChI_3D	1S/C24H28O13/c1-9(26)34-16-6-11-15(33-2)7-14(29)23(37-24-20(32)19(31)18(30)17(8-25)35-24)22(11)36-21(16)10-3-4-12(27)13(28)5-10/h3-5,7,16-21,24-25,27-32H,6,8H2,1-2H3/t16-,17-,18-,19+,20+,21-,24+/m1/s1
AuxInfo	1/0/N:22,23,1,2,3,14,4,24,13,5,6,8,9,11,10,16,20,18,17,19,15,7,12,21,34,25,28,29,30,32,31,33,36,37,27,26,35/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;;s6;s5;s14s15;;s17;s17;s18;s19;s13;;s20;d13;s7s15;s20s21;s8;s9;s11;s17;s18;s19;s24;s12s21;s10s23;s13s16;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s28;s29;s30;s31;s32;s33;s34;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;5.1024,-.5996,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;-1.3326,4.1231,0;-.6953,4.8937,0;-.9892,3.1838,0;.2954,4.7234,0;.0014,3.0135,0;4.7583,-1.5385,0;1.7329,-2.7483,0;2.0163,5.0415,0;6.0876,-.4281,0;2.6052,1.5109,0;.6488,3.7824,0;4.8533,4.7648,0;6.1476,3.23,0;-.8675,1.5031,0;-2.8452,3.243,0;-2.2162,5.7593,0;-1.9736,3.0078,0;2.9996,5.2232,0;.8676,2.5138,0;.8671,-2.2478,0;4.4613,.1679,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;-1.656,4.5044,0;-.5267,5.3645,0;-.9876,2.6838,0;.2923,5.2234,0;-.1685,2.5433,0;5.2277,-1.7106,0;4.2888,-1.3665,0;4.5862,-2.008,0;1.9831,-2.3154,0;1.4826,-3.1811,0;2.1657,-2.9985,0;1.9254,5.5331,0;2.1071,4.5498,0;4.5313,5.1473,0;6.3192,3.6996,0;-1.2998,1.2518,0;-3.279,3.4916,0;-2.2193,6.2593,0;-2.1435,2.5376,0;3.1668,5.6944,0;
Duplicates	ChEBI186393_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186393_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186393_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186393_s0.sdf