CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191155_s0 (105020)

Formula C₂₃H₂₈O₁₃

MW 512.47

InChIKey AKNILCMFRRDTEY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 13

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -2.63

logP -2.0114

PSA 197.13

MR 114.791

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -452.08935

PM7_Total_Energy_ev -7038.95392

PM7_Electronic_Energy_ev -63365.28517

PM7_Dipole_Debye 3.15935

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.948

PM7_LUMO_Energy_ev -0.589

PM7_COSMO_Area_square_ang 461.3

PM7_COSMO_Volue_cubic_ang 551.78

PM7_Electron_Affinity_ev 0.589

PM7_Ionization_Energy_ev 8.948

PM7_Energy_Gap_ev 8.359

PM7_Global_Hardness_ev 4.1795

PM7_Global_Softness_ev 0.23926306974518483

PM7_Chemical_Potential_ev -4.7685

PM7_Electronigativity_ev 4.7685

PM7_Back_Donation_Energy_ev -1.044875

PM7_Electrophilicity_ev 2.7202526917095344

OPENEYE_Name [(1~{R},2~{R},4~{R},5~{S},6~{R},10~{R})-2-(hydroxymethyl)-10-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl] 4-hydroxy-3-methoxy-benzoate

SMILES c1cc(c(cc1C(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC)O

Canonical_SMILES OC[C@@H]1O[C@H](O[C@H]2OC=C[C@@H]3[C@@H]2[C@]2(CO)O[C@@H]2[C@H]3OC(=O)c2ccc(c(c2)OC)O)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3

InChI_3D 1S/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3/t10-,13+,14+,15+,16+,17+,18+,19-,21-,22-,23+/m1/s1

AuxInfo 1/0/N:21,1,2,7,8,3,22,23,4,10,5,6,17,11,15,14,16,13,12,9,18,19,20,32,33,28,30,29,31,24,34,25,27,35,36,26/rA:64cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s4;s7;s10;;s10s12;;s14;s14;s15;s11;s16;s11s12;;s17;s20;d9;s8s18;s12s20;s17s19;s5;s14;s15;s16;s22;s23;s6s21;s9s13;s18s19;s1;s2;s3;s7;s8;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;/rC:7.645,4.7035,0;8.2395,5.5076,0;6.2468,5.731,0;6.6507,4.8105,0;7.8356,6.4281,0;6.8372,6.5445,0;3.2949,4.3726,0;2.4308,4.876,0;6.0598,4.0038,0;3.291,3.3726,0;2.423,2.876,0;3.6211,1.7886,0;4.0315,2.7005,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.5589,3.3794,0;.8675,1.5027,0;2.627,1.897,0;5.4415,7.5701,0;-1.4725,3.1448,0;4.0388,.8628,0;6.4629,3.0887,0;1.5629,4.3794,0;3.0302,.9819,0;0,2.0104,0;8.4301,7.2322,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;4.8455,.2719,0;6.4354,7.4602,0;5.0657,4.1122,0;1.2132,2.441,0;7.8459,4.2456,0;8.7364,5.452,0;5.7497,5.7845,0;3.7289,4.6209,0;2.4328,5.376,0;3.7485,3.5741,0;2.4249,3.376,0;3.3729,2.2226,0;4.4635,2.4488,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.0669,3.4681,0;1.3597,1.4149,0;5.3865,7.0731,0;5.4964,8.067,0;4.9445,7.625,0;-1.9417,2.9719,0;-1.0033,3.3177,0;3.7433,.4595,0;4.3342,1.2662,0;8.9269,7.1758,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;4.7912,-.2252,0;

Duplicates ChEBI191155_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191155_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191155_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191155_s0.sdf

Formula	C₂₃H₂₈O₁₃
MW	512.47
InChIKey	AKNILCMFRRDTEY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	13
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-2.63
logP	-2.0114
PSA	197.13
MR	114.791
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-452.08935
PM7_Total_Energy_ev	-7038.95392
PM7_Electronic_Energy_ev	-63365.28517
PM7_Dipole_Debye	3.15935
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.948
PM7_LUMO_Energy_ev	-0.589
PM7_COSMO_Area_square_ang	461.3
PM7_COSMO_Volue_cubic_ang	551.78
PM7_Electron_Affinity_ev	0.589
PM7_Ionization_Energy_ev	8.948
PM7_Energy_Gap_ev	8.359
PM7_Global_Hardness_ev	4.1795
PM7_Global_Softness_ev	0.23926306974518483
PM7_Chemical_Potential_ev	-4.7685
PM7_Electronigativity_ev	4.7685
PM7_Back_Donation_Energy_ev	-1.044875
PM7_Electrophilicity_ev	2.7202526917095344
OPENEYE_Name	[(1~{R},2~{R},4~{R},5~{S},6~{R},10~{R})-2-(hydroxymethyl)-10-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl] 4-hydroxy-3-methoxy-benzoate
SMILES	c1cc(c(cc1C(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC)O
Canonical_SMILES	OC[C@@H]1O[C@H](O[C@H]2OC=C[C@@H]3[C@@H]2[C@]2(CO)O[C@@H]2[C@H]3OC(=O)c2ccc(c(c2)OC)O)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3
InChI_3D	1S/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3/t10-,13+,14+,15+,16+,17+,18+,19-,21-,22-,23+/m1/s1
AuxInfo	1/0/N:21,1,2,7,8,3,22,23,4,10,5,6,17,11,15,14,16,13,12,9,18,19,20,32,33,28,30,29,31,24,34,25,27,35,36,26/rA:64cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s4;s7;s10;;s10s12;;s14;s14;s15;s11;s16;s11s12;;s17;s20;d9;s8s18;s12s20;s17s19;s5;s14;s15;s16;s22;s23;s6s21;s9s13;s18s19;s1;s2;s3;s7;s8;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;/rC:7.645,4.7035,0;8.2395,5.5076,0;6.2468,5.731,0;6.6507,4.8105,0;7.8356,6.4281,0;6.8372,6.5445,0;3.2949,4.3726,0;2.4308,4.876,0;6.0598,4.0038,0;3.291,3.3726,0;2.423,2.876,0;3.6211,1.7886,0;4.0315,2.7005,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.5589,3.3794,0;.8675,1.5027,0;2.627,1.897,0;5.4415,7.5701,0;-1.4725,3.1448,0;4.0388,.8628,0;6.4629,3.0887,0;1.5629,4.3794,0;3.0302,.9819,0;0,2.0104,0;8.4301,7.2322,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;4.8455,.2719,0;6.4354,7.4602,0;5.0657,4.1122,0;1.2132,2.441,0;7.8459,4.2456,0;8.7364,5.452,0;5.7497,5.7845,0;3.7289,4.6209,0;2.4328,5.376,0;3.7485,3.5741,0;2.4249,3.376,0;3.3729,2.2226,0;4.4635,2.4488,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.0669,3.4681,0;1.3597,1.4149,0;5.3865,7.0731,0;5.4964,8.067,0;4.9445,7.625,0;-1.9417,2.9719,0;-1.0033,3.3177,0;3.7433,.4595,0;4.3342,1.2662,0;8.9269,7.1758,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;4.7912,-.2252,0;
Duplicates	ChEBI191155_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191155_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191155_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191000-0000191249/ChEBI191155_s0.sdf