CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI1945 (427)

Formula C₁₆H₁₈O₈

MW 338.31

InChIKey XWRHBGVVCOSNKO-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 43

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.97

logP -0.3515

PSA 144.52

MR 81.4782

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -317.55567

PM7_Total_Energy_ev -4570.94813

PM7_Electronic_Energy_ev -31566.57116

PM7_Dipole_Debye 1.89426

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.259

PM7_LUMO_Energy_ev -0.682

PM7_COSMO_Area_square_ang 341.37

PM7_COSMO_Volue_cubic_ang 380.38

PM7_Electron_Affinity_ev 0.682

PM7_Ionization_Energy_ev 9.259

PM7_Energy_Gap_ev 8.577

PM7_Global_Hardness_ev 4.2885

PM7_Global_Softness_ev 0.23318176518596245

PM7_Chemical_Potential_ev -4.9705

PM7_Electronigativity_ev 4.9705

PM7_Back_Donation_Energy_ev -1.072125

PM7_Electrophilicity_ev 2.8804792176751777

OPENEYE_Name (3~{R},5~{R})-1,3,5-trihydroxy-4-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-cyclohexanecarboxylic acid

SMILES c1cc(ccc1C=CC(=O)OC2C(CC(CC2O)(C(=O)O)O)O)O

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

InChI 1/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(20)24-14-11(18)7-16(23,15(21)22)8-12(14)19/h1-6,11-12,14,17-19,23H,7-8H2,(H,21,22)/f/h21H

InChI_3D 1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(20)24-14-11(18)7-16(23,15(21)22)8-12(14)19/h1-6,11-12,14,17-19,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m1/s1

AuxInfo 1/1/N:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,22,17,18,20,23,24/E:(1,2)(4,5)(7,8)(11,12)(18,19)(21,22)/F:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,22,17,20,18,23,24/E:(1,2)(4,5)(7,8)(11,12)(18,19)/rA:42cCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;w7;s8;;;;s11;s12;s13s14;s10s11s12;d9;d10;s6;s10;s13;s14;s16;s9s15;s1;s2;s3;s4;s7;s8;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;0,-1,0;.866,-1.5,0;.866,-2.5,0;3.0177,-8.0413,0;2.0318,-6.459,0;3.3619,-5.3451,0;1.3864,-5.6884,0;2.7166,-4.5744,0;1.7321,-4.75,0;3.0228,-6.2913,0;0,-3,0;3.8822,-8.5438,0;0,3.0104,0;2.1502,-8.5388,0;-.1266,-4.809,0;4.2321,-3.6994,0;4.7465,-6.5935,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.433,-1.25,0;1.299,-1.25,0;1.598,-6.7078,0;2.2005,-6.9297,0;3.7957,-5.5938,0;3.6829,-4.9618,0;1.0643,-6.0708,0;2.5451,-4.1048,0;1.2398,-4.6622,0;-.433,3.2604,0;2.1487,-9.0388,0;-.5603,-5.0577,0;4.2321,-3.1994,0;4.918,-7.0631,0;

Duplicates ChEBI1945;ChEBI176887

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1945.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1945.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1945.sdf

Formula	C₁₆H₁₈O₈
MW	338.31
InChIKey	XWRHBGVVCOSNKO-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	43
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.97
logP	-0.3515
PSA	144.52
MR	81.4782
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-317.55567
PM7_Total_Energy_ev	-4570.94813
PM7_Electronic_Energy_ev	-31566.57116
PM7_Dipole_Debye	1.89426
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.259
PM7_LUMO_Energy_ev	-0.682
PM7_COSMO_Area_square_ang	341.37
PM7_COSMO_Volue_cubic_ang	380.38
PM7_Electron_Affinity_ev	0.682
PM7_Ionization_Energy_ev	9.259
PM7_Energy_Gap_ev	8.577
PM7_Global_Hardness_ev	4.2885
PM7_Global_Softness_ev	0.23318176518596245
PM7_Chemical_Potential_ev	-4.9705
PM7_Electronigativity_ev	4.9705
PM7_Back_Donation_Energy_ev	-1.072125
PM7_Electrophilicity_ev	2.8804792176751777
OPENEYE_Name	(3~{R},5~{R})-1,3,5-trihydroxy-4-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-cyclohexanecarboxylic acid
SMILES	c1cc(ccc1C=CC(=O)OC2C(CC(CC2O)(C(=O)O)O)O)O
Canonical_SMILES	O=C(O[C@@H]1[C@H](O)C[C@@](C[C@H]1O)(O)C(=O)O)/C=C/c1ccc(cc1)O
InChI	1/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(20)24-14-11(18)7-16(23,15(21)22)8-12(14)19/h1-6,11-12,14,17-19,23H,7-8H2,(H,21,22)/f/h21H
InChI_3D	1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(20)24-14-11(18)7-16(23,15(21)22)8-12(14)19/h1-6,11-12,14,17-19,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m1/s1
AuxInfo	1/1/N:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,22,17,18,20,23,24/E:(1,2)(4,5)(7,8)(11,12)(18,19)(21,22)/F:1,2,7,3,4,8,11,12,5,6,13,14,9,15,10,16,19,21,22,17,20,18,23,24/E:(1,2)(4,5)(7,8)(11,12)(18,19)/rA:42cCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;w7;s8;;;;s11;s12;s13s14;s10s11s12;d9;d10;s6;s10;s13;s14;s16;s9s15;s1;s2;s3;s4;s7;s8;s11;s11;s12;s12;s13;s14;s15;s19;s20;s21;s22;s23;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;0,-1,0;.866,-1.5,0;.866,-2.5,0;3.0177,-8.0413,0;2.0318,-6.459,0;3.3619,-5.3451,0;1.3864,-5.6884,0;2.7166,-4.5744,0;1.7321,-4.75,0;3.0228,-6.2913,0;0,-3,0;3.8822,-8.5438,0;0,3.0104,0;2.1502,-8.5388,0;-.1266,-4.809,0;4.2321,-3.6994,0;4.7465,-6.5935,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.433,-1.25,0;1.299,-1.25,0;1.598,-6.7078,0;2.2005,-6.9297,0;3.7957,-5.5938,0;3.6829,-4.9618,0;1.0643,-6.0708,0;2.5451,-4.1048,0;1.2398,-4.6622,0;-.433,3.2604,0;2.1487,-9.0388,0;-.5603,-5.0577,0;4.2321,-3.1994,0;4.918,-7.0631,0;
Duplicates	ChEBI1945;ChEBI176887
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1945.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1945.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1945.sdf