CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI16166_s0 (5437)

Formula C₁₅H₁₄O₁₀

MW 354.27

InChIKey KYSQDMNDMYECNZ-IUFOCPIXNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 25

Number_Rings 1

Number_Bonds 39

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -2.03

logP 0.2829

PSA 178.66

MR 80.8284

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -398.84662

PM7_Total_Energy_ev -4984.91772

PM7_Electronic_Energy_ev -36599.54804

PM7_Dipole_Debye 1.78588

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.197

PM7_LUMO_Energy_ev -0.489

PM7_COSMO_Area_square_ang 307.6

PM7_COSMO_Volue_cubic_ang 381.69

PM7_Electron_Affinity_ev 0.489

PM7_Ionization_Energy_ev 9.197

PM7_Energy_Gap_ev 8.708

PM7_Global_Hardness_ev 4.354

PM7_Global_Softness_ev 0.2296738631143776

PM7_Chemical_Potential_ev -4.843

PM7_Electronigativity_ev 4.843

PM7_Back_Donation_Energy_ev -1.0885

PM7_Electrophilicity_ev 2.6934599219108866

OPENEYE_Name (1~{S},2~{S})-1-[(~{Z})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropane-1,2,3-tricarboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC(C(=O)O)C(C(=O)O)CC(=O)O)O)O

Canonical_SMILES OC(=O)C[C@@H]([C@@H](C(=O)O)OC(=O)/C=Cc1ccc(c(c1)O)O)C(=O)O

InChI 1/C15H14O10/c16-9-3-1-7(5-10(9)17)2-4-12(20)25-13(15(23)24)8(14(21)22)6-11(18)19/h1-5,8,13,16-17H,6H2,(H,18,19)(H,21,22)(H,23,24)/f/h18,21,23H

InChI_3D 1S/C15H14O10/c16-9-3-1-7(5-10(9)17)2-4-12(20)25-13(15(23)24)8(14(21)22)6-11(18)19/h1-5,8,13,16-17H,6H2,(H,18,19)(H,21,22)(H,23,24)/b4-2-/t8-,13-/m0/s1

AuxInfo 1/1/N:1,7,2,8,3,13,4,14,5,6,10,9,15,11,12,20,21,17,22,16,18,23,19,24,25/E:(18,19)(21,22)(23,24)/F:1,7,2,8,3,13,4,14,5,6,10,9,15,11,12,20,21,22,17,16,23,18,24,19,25/rA:39cCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s10;s11s13;s12s14;d9;d10;d11;d12;s5;s6;s10;s11;s12;s9s15;s1;s2;s3;s7;s8;s13;s13;s14;s15;s20;s21;s22;s23;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;1.7328,-.0038,0;2.5995,.495,0;3.4648,-.0063,0;7.7928,-1.5125,0;5.5609,-1.3753,0;5.6982,.8565,0;6.9275,-1.0113,0;6.0622,-.51,0;5.1969,-.0088,0;3.4634,-1.0063,0;8.6595,-1.0138,0;4.5609,-1.3739,0;6.6982,.8551,0;-1.735,2.0001,0;0,3.0104,0;7.7913,-2.5125,0;6.0597,-2.2421,0;5.1994,1.7233,0;4.3316,.4925,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.7321,-.5038,0;2.6003,.995,0;7.1781,-.5786,0;6.6769,-1.4439,0;6.3128,-.0774,0;4.9463,-.4414,0;-2.1673,1.7489,0;-.433,3.2604,0;8.224,-2.7632,0;5.8091,-2.6747,0;5.45,2.1559,0;

Duplicates ChEBI16166_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16166_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16166_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16166_s0.sdf

Formula	C₁₅H₁₄O₁₀
MW	354.27
InChIKey	KYSQDMNDMYECNZ-IUFOCPIXNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	25
Number_Rings	1
Number_Bonds	39
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-2.03
logP	0.2829
PSA	178.66
MR	80.8284
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-398.84662
PM7_Total_Energy_ev	-4984.91772
PM7_Electronic_Energy_ev	-36599.54804
PM7_Dipole_Debye	1.78588
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.197
PM7_LUMO_Energy_ev	-0.489
PM7_COSMO_Area_square_ang	307.6
PM7_COSMO_Volue_cubic_ang	381.69
PM7_Electron_Affinity_ev	0.489
PM7_Ionization_Energy_ev	9.197
PM7_Energy_Gap_ev	8.708
PM7_Global_Hardness_ev	4.354
PM7_Global_Softness_ev	0.2296738631143776
PM7_Chemical_Potential_ev	-4.843
PM7_Electronigativity_ev	4.843
PM7_Back_Donation_Energy_ev	-1.0885
PM7_Electrophilicity_ev	2.6934599219108866
OPENEYE_Name	(1~{S},2~{S})-1-[(~{Z})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropane-1,2,3-tricarboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC(C(=O)O)C(C(=O)O)CC(=O)O)O)O
Canonical_SMILES	OC(=O)C[C@@H]([C@@H](C(=O)O)OC(=O)/C=Cc1ccc(c(c1)O)O)C(=O)O
InChI	1/C15H14O10/c16-9-3-1-7(5-10(9)17)2-4-12(20)25-13(15(23)24)8(14(21)22)6-11(18)19/h1-5,8,13,16-17H,6H2,(H,18,19)(H,21,22)(H,23,24)/f/h18,21,23H
InChI_3D	1S/C15H14O10/c16-9-3-1-7(5-10(9)17)2-4-12(20)25-13(15(23)24)8(14(21)22)6-11(18)19/h1-5,8,13,16-17H,6H2,(H,18,19)(H,21,22)(H,23,24)/b4-2-/t8-,13-/m0/s1
AuxInfo	1/1/N:1,7,2,8,3,13,4,14,5,6,10,9,15,11,12,20,21,17,22,16,18,23,19,24,25/E:(18,19)(21,22)(23,24)/F:1,7,2,8,3,13,4,14,5,6,10,9,15,11,12,20,21,22,17,16,23,18,24,19,25/rA:39cCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s10;s11s13;s12s14;d9;d10;d11;d12;s5;s6;s10;s11;s12;s9s15;s1;s2;s3;s7;s8;s13;s13;s14;s15;s20;s21;s22;s23;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;1.7328,-.0038,0;2.5995,.495,0;3.4648,-.0063,0;7.7928,-1.5125,0;5.5609,-1.3753,0;5.6982,.8565,0;6.9275,-1.0113,0;6.0622,-.51,0;5.1969,-.0088,0;3.4634,-1.0063,0;8.6595,-1.0138,0;4.5609,-1.3739,0;6.6982,.8551,0;-1.735,2.0001,0;0,3.0104,0;7.7913,-2.5125,0;6.0597,-2.2421,0;5.1994,1.7233,0;4.3316,.4925,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.7321,-.5038,0;2.6003,.995,0;7.1781,-.5786,0;6.6769,-1.4439,0;6.3128,-.0774,0;4.9463,-.4414,0;-2.1673,1.7489,0;-.433,3.2604,0;8.224,-2.7632,0;5.8091,-2.6747,0;5.45,2.1559,0;
Duplicates	ChEBI16166_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16166_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16166_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16166_s0.sdf