CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178171 (94318)

Formula C₂₃H₂₆O₉

MW 446.45

InChIKey TXIKDCCKEBXQGU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.72

logP 0.7211

PSA 145.91

MR 113.155

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -317.69311

PM7_Total_Energy_ev -5832.73609

PM7_Electronic_Energy_ev -46764.70417

PM7_Dipole_Debye 4.2438

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.098

PM7_LUMO_Energy_ev -0.868

PM7_COSMO_Area_square_ang 457.99

PM7_COSMO_Volue_cubic_ang 519.36

PM7_Electron_Affinity_ev 0.868

PM7_Ionization_Energy_ev 9.098

PM7_Energy_Gap_ev 8.23

PM7_Global_Hardness_ev 4.115

PM7_Global_Softness_ev 0.24301336573511542

PM7_Chemical_Potential_ev -4.983

PM7_Electronigativity_ev 4.983

PM7_Back_Donation_Energy_ev -1.02875

PM7_Electrophilicity_ev 3.017046051032807

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{R},6~{R})-4,5-dihydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]tetrahydropyran-3-yl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate

SMILES c1cc(ccc1C=CC(=O)OC2C(C(C(OC2CO)OCCc3ccc(cc3)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OCCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(cc1)O)O)O

InChI 1/C23H26O9/c24-13-18-22(32-19(27)10-5-14-1-6-16(25)7-2-14)20(28)21(29)23(31-18)30-12-11-15-3-8-17(26)9-4-15/h1-10,18,20-26,28-29H,11-13H2

InChI_3D 1S/C23H26O9/c24-13-18-22(32-19(27)10-5-14-1-6-16(25)7-2-14)20(28)21(29)23(31-18)30-12-11-15-3-8-17(26)9-4-15/h1-10,18,20-26,28-29H,11-13H2/b10-5+/t18-,20-,21-,22-,23-/m1/s1

AuxInfo 1/0/N:1,2,3,4,13,5,6,7,8,14,21,23,22,9,10,11,12,19,15,16,18,17,20,30,26,27,24,28,29,32,25,31/E:(1,2)(3,4)(6,7)(8,9)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;w13;s14;;s16;s16;s17;s18;s10;s19;s21;d15;s19s20;s11;s12;s16;s18;s22;s15s17;s20s23;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s16;s17;s18;s19;s20;s21;s21;s22;s22;s23;s23;s26;s27;s28;s29;s30;/rC:-5.0972,-3.5526,0;-3.4657,-4.1429,0;1.6083,6.0228,0;3.2364,5.423,0;-5.4392,-4.4979,0;-3.8077,-5.0881,0;1.9559,6.966,0;3.5839,6.3662,0;-4.1122,-3.3799,0;2.2504,5.2561,0;-4.7961,-5.2704,0;2.9454,7.1425,0;-3.772,-2.4396,0;-2.7875,-2.264,0;-2.4473,-1.3237,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.9046,4.3177,0;-1.4725,3.1448,0;1.5589,3.3794,0;-3.0916,-.5589,0;0,2.0104,0;-5.1363,-6.2108,0;3.2911,8.0808,0;1.1236,-1.3417,0;2.5912,.7997,0;-1.8182,4.0831,0;-1.4629,-1.1481,0;1.2132,2.441,0;-5.4188,-3.1698,0;-2.9736,-4.0544,0;1.1157,5.9372,0;3.5557,5.0382,0;-5.9317,-4.5842,0;-3.4844,-5.4696,0;1.6348,7.3493,0;4.0769,6.4496,0;-4.0941,-2.0572,0;-2.4654,-2.6464,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.3738,4.1449,0;1.4355,4.4906,0;-1.0033,3.3177,0;-1.9417,2.9719,0;2.0281,3.2065,0;1.0898,3.5522,0;-5.6286,-6.2985,0;2.9712,8.4651,0;.9521,-1.8113,0;2.9122,.4164,0;-1.4983,4.4674,0;

Duplicates ChEBI178171

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178171.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178171.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178171.sdf

Formula	C₂₃H₂₆O₉
MW	446.45
InChIKey	TXIKDCCKEBXQGU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.72
logP	0.7211
PSA	145.91
MR	113.155
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-317.69311
PM7_Total_Energy_ev	-5832.73609
PM7_Electronic_Energy_ev	-46764.70417
PM7_Dipole_Debye	4.2438
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.098
PM7_LUMO_Energy_ev	-0.868
PM7_COSMO_Area_square_ang	457.99
PM7_COSMO_Volue_cubic_ang	519.36
PM7_Electron_Affinity_ev	0.868
PM7_Ionization_Energy_ev	9.098
PM7_Energy_Gap_ev	8.23
PM7_Global_Hardness_ev	4.115
PM7_Global_Softness_ev	0.24301336573511542
PM7_Chemical_Potential_ev	-4.983
PM7_Electronigativity_ev	4.983
PM7_Back_Donation_Energy_ev	-1.02875
PM7_Electrophilicity_ev	3.017046051032807
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{R},6~{R})-4,5-dihydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]tetrahydropyran-3-yl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate
SMILES	c1cc(ccc1C=CC(=O)OC2C(C(C(OC2CO)OCCc3ccc(cc3)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OCCc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(cc1)O)O)O
InChI	1/C23H26O9/c24-13-18-22(32-19(27)10-5-14-1-6-16(25)7-2-14)20(28)21(29)23(31-18)30-12-11-15-3-8-17(26)9-4-15/h1-10,18,20-26,28-29H,11-13H2
InChI_3D	1S/C23H26O9/c24-13-18-22(32-19(27)10-5-14-1-6-16(25)7-2-14)20(28)21(29)23(31-18)30-12-11-15-3-8-17(26)9-4-15/h1-10,18,20-26,28-29H,11-13H2/b10-5+/t18-,20-,21-,22-,23-/m1/s1
AuxInfo	1/0/N:1,2,3,4,13,5,6,7,8,14,21,23,22,9,10,11,12,19,15,16,18,17,20,30,26,27,24,28,29,32,25,31/E:(1,2)(3,4)(6,7)(8,9)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;w13;s14;;s16;s16;s17;s18;s10;s19;s21;d15;s19s20;s11;s12;s16;s18;s22;s15s17;s20s23;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s16;s17;s18;s19;s20;s21;s21;s22;s22;s23;s23;s26;s27;s28;s29;s30;/rC:-5.0972,-3.5526,0;-3.4657,-4.1429,0;1.6083,6.0228,0;3.2364,5.423,0;-5.4392,-4.4979,0;-3.8077,-5.0881,0;1.9559,6.966,0;3.5839,6.3662,0;-4.1122,-3.3799,0;2.2504,5.2561,0;-4.7961,-5.2704,0;2.9454,7.1425,0;-3.772,-2.4396,0;-2.7875,-2.264,0;-2.4473,-1.3237,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.9046,4.3177,0;-1.4725,3.1448,0;1.5589,3.3794,0;-3.0916,-.5589,0;0,2.0104,0;-5.1363,-6.2108,0;3.2911,8.0808,0;1.1236,-1.3417,0;2.5912,.7997,0;-1.8182,4.0831,0;-1.4629,-1.1481,0;1.2132,2.441,0;-5.4188,-3.1698,0;-2.9736,-4.0544,0;1.1157,5.9372,0;3.5557,5.0382,0;-5.9317,-4.5842,0;-3.4844,-5.4696,0;1.6348,7.3493,0;4.0769,6.4496,0;-4.0941,-2.0572,0;-2.4654,-2.6464,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.3738,4.1449,0;1.4355,4.4906,0;-1.0033,3.3177,0;-1.9417,2.9719,0;2.0281,3.2065,0;1.0898,3.5522,0;-5.6286,-6.2985,0;2.9712,8.4651,0;.9521,-1.8113,0;2.9122,.4164,0;-1.4983,4.4674,0;
Duplicates	ChEBI178171
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178171.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178171.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178171.sdf