CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI16428 (5639)

Formula C₁₆H₁₆O₇

MW 320.3

InChIKey GVECSFFLZYNEBO-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 40

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.55

logP 0.4537

PSA 124.29

MR 79.8044

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -251.22183

PM7_Total_Energy_ev -4248.05448

PM7_Electronic_Energy_ev -28298.40306

PM7_Dipole_Debye 3.32189

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.484

PM7_LUMO_Energy_ev -0.963

PM7_COSMO_Area_square_ang 331.72

PM7_COSMO_Volue_cubic_ang 362.39

PM7_Electron_Affinity_ev 0.963

PM7_Ionization_Energy_ev 9.484

PM7_Energy_Gap_ev 8.521

PM7_Global_Hardness_ev 4.2605

PM7_Global_Softness_ev 0.23471423541837813

PM7_Chemical_Potential_ev -5.2235

PM7_Electronigativity_ev 5.2235

PM7_Back_Donation_Energy_ev -1.065125

PM7_Electrophilicity_ev 3.2020833528928527

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

SMILES c1cc(ccc1C=CC(=O)OC2CC(=CC(C2O)O)C(=O)O)O

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

InChI 1/C16H16O7/c17-11-4-1-9(2-5-11)3-6-14(19)23-13-8-10(16(21)22)7-12(18)15(13)20/h1-7,12-13,15,17-18,20H,8H2,(H,21,22)/f/h21H

InChI_3D 1S/C16H16O7/c17-11-4-1-9(2-5-11)3-6-14(19)23-13-8-10(16(21)22)7-12(18)15(13)20/h1-7,12-13,15,17-18,20H,8H2,(H,21,22)/b6-3+/t12-,13-,15-/m1/s1

AuxInfo 1/1/N:1,2,9,3,4,10,7,13,5,8,6,14,15,12,16,11,19,21,18,22,17,20,23/E:(1,2)(4,5)(21,22)/F:1,2,9,3,4,10,7,13,5,8,6,14,15,12,16,11,19,21,18,22,20,17,23/E:(1,2)(4,5)/rA:39cCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s5;w9;s8;s10;s8;s7;s13;s14s15;d11;d12;s6;s11;s14;s16;s12s15;s1;s2;s3;s4;s7;s9;s10;s13;s13;s14;s15;s16;s19;s20;s21;s22;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;3.0126,-6.293,0;2.0266,-6.46,0;0,-1,0;.866,-1.5,0;1.6808,-7.3983,0;.866,-2.5,0;1.3845,-5.6932,0;3.3601,-5.3498,0;1.7321,-4.75,0;2.7216,-4.5735,0;2.3206,-8.1669,0;0,-3,0;0,3.0104,0;.6954,-7.5681,0;4.2231,-5.8549,0;4.2423,-3.7075,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.3319,-6.6778,0;-.433,-1.25,0;1.299,-1.25,0;.9523,-5.4419,0;1.0624,-6.0756,0;3.6845,-4.9693,0;1.2398,-4.6622,0;2.5515,-4.1033,0;-.433,3.2604,0;.5225,-8.0372,0;4.6576,-5.6075,0;4.2452,-3.2075,0;

Duplicates ChEBI16428

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16428.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16428.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16428.sdf

Formula	C₁₆H₁₆O₇
MW	320.3
InChIKey	GVECSFFLZYNEBO-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	40
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.55
logP	0.4537
PSA	124.29
MR	79.8044
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-251.22183
PM7_Total_Energy_ev	-4248.05448
PM7_Electronic_Energy_ev	-28298.40306
PM7_Dipole_Debye	3.32189
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.484
PM7_LUMO_Energy_ev	-0.963
PM7_COSMO_Area_square_ang	331.72
PM7_COSMO_Volue_cubic_ang	362.39
PM7_Electron_Affinity_ev	0.963
PM7_Ionization_Energy_ev	9.484
PM7_Energy_Gap_ev	8.521
PM7_Global_Hardness_ev	4.2605
PM7_Global_Softness_ev	0.23471423541837813
PM7_Chemical_Potential_ev	-5.2235
PM7_Electronigativity_ev	5.2235
PM7_Back_Donation_Energy_ev	-1.065125
PM7_Electrophilicity_ev	3.2020833528928527
OPENEYE_Name	(3~{R},4~{R},5~{R})-3,4-dihydroxy-5-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-cyclohexene-1-carboxylic acid
SMILES	c1cc(ccc1C=CC(=O)OC2CC(=CC(C2O)O)C(=O)O)O
Canonical_SMILES	O=C(O[C@@H]1CC(=C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(cc1)O
InChI	1/C16H16O7/c17-11-4-1-9(2-5-11)3-6-14(19)23-13-8-10(16(21)22)7-12(18)15(13)20/h1-7,12-13,15,17-18,20H,8H2,(H,21,22)/f/h21H
InChI_3D	1S/C16H16O7/c17-11-4-1-9(2-5-11)3-6-14(19)23-13-8-10(16(21)22)7-12(18)15(13)20/h1-7,12-13,15,17-18,20H,8H2,(H,21,22)/b6-3+/t12-,13-,15-/m1/s1
AuxInfo	1/1/N:1,2,9,3,4,10,7,13,5,8,6,14,15,12,16,11,19,21,18,22,17,20,23/E:(1,2)(4,5)(21,22)/F:1,2,9,3,4,10,7,13,5,8,6,14,15,12,16,11,19,21,18,22,20,17,23/E:(1,2)(4,5)/rA:39cCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s5;w9;s8;s10;s8;s7;s13;s14s15;d11;d12;s6;s11;s14;s16;s12s15;s1;s2;s3;s4;s7;s9;s10;s13;s13;s14;s15;s16;s19;s20;s21;s22;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;3.0126,-6.293,0;2.0266,-6.46,0;0,-1,0;.866,-1.5,0;1.6808,-7.3983,0;.866,-2.5,0;1.3845,-5.6932,0;3.3601,-5.3498,0;1.7321,-4.75,0;2.7216,-4.5735,0;2.3206,-8.1669,0;0,-3,0;0,3.0104,0;.6954,-7.5681,0;4.2231,-5.8549,0;4.2423,-3.7075,0;1.7321,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.3319,-6.6778,0;-.433,-1.25,0;1.299,-1.25,0;.9523,-5.4419,0;1.0624,-6.0756,0;3.6845,-4.9693,0;1.2398,-4.6622,0;2.5515,-4.1033,0;-.433,3.2604,0;.5225,-8.0372,0;4.6576,-5.6075,0;4.2452,-3.2075,0;
Duplicates	ChEBI16428
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16428.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16428.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/ChEBI16428.sdf