CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181362 (96938)

Formula C₁₇H₂₀O₉

MW 368.34

InChIKey OHMWGMHIZWOKHV-LILDFLRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 11

Unbranched_Chain 2

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 -0.91

logP -0.3713

PSA 149.82

MR 86.711

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -334.52118

PM7_Total_Energy_ev -5014.93953

PM7_Electronic_Energy_ev -37885.15579

PM7_Dipole_Debye 1.75195

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.954

PM7_LUMO_Energy_ev -0.538

PM7_COSMO_Area_square_ang 352.9

PM7_COSMO_Volue_cubic_ang 406.76

PM7_Electron_Affinity_ev 0.538

PM7_Ionization_Energy_ev 8.954

PM7_Energy_Gap_ev 8.416

PM7_Global_Hardness_ev 4.208

PM7_Global_Softness_ev 0.2376425855513308

PM7_Chemical_Potential_ev -4.746

PM7_Electronigativity_ev 4.746

PM7_Back_Donation_Energy_ev -1.052

PM7_Electrophilicity_ev 2.6763921102661596

OPENEYE_Name 3-[6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxybenzofuran-5-yl]propanoic acid

SMILES c1coc2c1cc(c(c2)OC3C(C(C(C(O3)CO)O)O)O)CCC(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc3occc3cc2CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C17H20O9/c18-7-12-14(21)15(22)16(23)17(26-12)25-11-6-10-9(3-4-24-10)5-8(11)1-2-13(19)20/h3-6,12,14-18,21-23H,1-2,7H2,(H,19,20)/f/h19H

InChI_3D 1S/C17H20O9/c18-7-12-14(21)15(22)16(23)17(26-12)25-11-6-10-9(3-4-24-10)5-8(11)1-2-13(19)20/h3-6,12,14-18,21-23H,1-2,7H2,(H,19,20)/t12-,14-,15+,16-,17-/m1/s1

AuxInfo 1/1/N:15,16,1,4,2,3,17,6,5,7,8,13,9,11,10,12,14,25,18,21,23,22,24,19,26,20/E:(19,20)/F:15,16,1,4,2,3,17,6,5,7,8,13,9,11,10,12,14,25,21,18,23,22,24,19,26,20/rA:46cCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1d2;s2;d3s5;s3d6;;;s10;s10;s11;s12;s6;s9s15;s13;d9;s4s7;s13s14;s9;s10;s11;s12;s17;s8s14;s1;s2;s3;s4;s10;s11;s12;s13;s14;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;/rC:2.6938,-.3125,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;;1.736,1.0058,0;0,1.0058,0;-2.5959,-1.5038,0;-1.17,4.2123,0;-2.1555,4.0425,0;-.5257,3.4475,0;-2.5002,3.0982,0;-.8705,2.5032,0;-.8653,-.5013,0;-1.7306,-1.0025,0;-3.6317,1.7632,0;-3.4627,-1.005,0;2.6938,1.3169,0;-1.8595,2.3238,0;-2.5945,-2.5038,0;.3456,5.0873,0;-2.1504,5.7925,0;.3403,2.9475,0;-4.2782,1.0003,0;-.8675,1.5032,0;2.8483,-.788,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;-1.3401,4.6825,0;-2.6477,4.1303,0;-.2047,3.8308,0;-2.9325,3.3495,0;-.378,2.4169,0;-.6147,-.9339,0;-1.1159,-.0686,0;-1.9812,-.5699,0;-1.48,-1.4352,0;-4.0131,2.0865,0;-3.2503,1.4399,0;-3.0271,-2.7544,0;.3456,5.5873,0;-2.5827,6.0437,0;.7733,3.1975,0;-4.7702,1.0896,0;

Duplicates ChEBI181362

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181250-0000181499/ChEBI181362.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181250-0000181499/ChEBI181362.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181250-0000181499/ChEBI181362.sdf

Formula	C₁₇H₂₀O₉
MW	368.34
InChIKey	OHMWGMHIZWOKHV-LILDFLRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	11
Unbranched_Chain	2
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	-0.91
logP	-0.3713
PSA	149.82
MR	86.711
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-334.52118
PM7_Total_Energy_ev	-5014.93953
PM7_Electronic_Energy_ev	-37885.15579
PM7_Dipole_Debye	1.75195
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.954
PM7_LUMO_Energy_ev	-0.538
PM7_COSMO_Area_square_ang	352.9
PM7_COSMO_Volue_cubic_ang	406.76
PM7_Electron_Affinity_ev	0.538
PM7_Ionization_Energy_ev	8.954
PM7_Energy_Gap_ev	8.416
PM7_Global_Hardness_ev	4.208
PM7_Global_Softness_ev	0.2376425855513308
PM7_Chemical_Potential_ev	-4.746
PM7_Electronigativity_ev	4.746
PM7_Back_Donation_Energy_ev	-1.052
PM7_Electrophilicity_ev	2.6763921102661596
OPENEYE_Name	3-[6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxybenzofuran-5-yl]propanoic acid
SMILES	c1coc2c1cc(c(c2)OC3C(C(C(C(O3)CO)O)O)O)CCC(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc3occc3cc2CCC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C17H20O9/c18-7-12-14(21)15(22)16(23)17(26-12)25-11-6-10-9(3-4-24-10)5-8(11)1-2-13(19)20/h3-6,12,14-18,21-23H,1-2,7H2,(H,19,20)/f/h19H
InChI_3D	1S/C17H20O9/c18-7-12-14(21)15(22)16(23)17(26-12)25-11-6-10-9(3-4-24-10)5-8(11)1-2-13(19)20/h3-6,12,14-18,21-23H,1-2,7H2,(H,19,20)/t12-,14-,15+,16-,17-/m1/s1
AuxInfo	1/1/N:15,16,1,4,2,3,17,6,5,7,8,13,9,11,10,12,14,25,18,21,23,22,24,19,26,20/E:(19,20)/F:15,16,1,4,2,3,17,6,5,7,8,13,9,11,10,12,14,25,21,18,23,22,24,19,26,20/rA:46cCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1d2;s2;d3s5;s3d6;;;s10;s10;s11;s12;s6;s9s15;s13;d9;s4s7;s13s14;s9;s10;s11;s12;s17;s8s14;s1;s2;s3;s4;s10;s11;s12;s13;s14;s15;s15;s16;s16;s17;s17;s21;s22;s23;s24;s25;/rC:2.6938,-.3125,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;;1.736,1.0058,0;0,1.0058,0;-2.5959,-1.5038,0;-1.17,4.2123,0;-2.1555,4.0425,0;-.5257,3.4475,0;-2.5002,3.0982,0;-.8705,2.5032,0;-.8653,-.5013,0;-1.7306,-1.0025,0;-3.6317,1.7632,0;-3.4627,-1.005,0;2.6938,1.3169,0;-1.8595,2.3238,0;-2.5945,-2.5038,0;.3456,5.0873,0;-2.1504,5.7925,0;.3403,2.9475,0;-4.2782,1.0003,0;-.8675,1.5032,0;2.8483,-.788,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;-1.3401,4.6825,0;-2.6477,4.1303,0;-.2047,3.8308,0;-2.9325,3.3495,0;-.378,2.4169,0;-.6147,-.9339,0;-1.1159,-.0686,0;-1.9812,-.5699,0;-1.48,-1.4352,0;-4.0131,2.0865,0;-3.2503,1.4399,0;-3.0271,-2.7544,0;.3456,5.5873,0;-2.5827,6.0437,0;.7733,3.1975,0;-4.7702,1.0896,0;
Duplicates	ChEBI181362
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181250-0000181499/ChEBI181362.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181250-0000181499/ChEBI181362.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181250-0000181499/ChEBI181362.sdf