CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5298 (2235)

Formula C₁₁H₁₄O₅

MW 226.23

InChIKey AZKVWQKMDGGDSV-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 30

Number_Heavy_Atoms 16

Number_Rings 2

Number_Bonds 31

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP -1.68

logP -0.0533

PSA 75.99

MR 54.5086

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -181.10213

PM7_Total_Energy_ev -3015.90761

PM7_Electronic_Energy_ev -18392.5434

PM7_Dipole_Debye 3.2023

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.782

PM7_LUMO_Energy_ev -0.113

PM7_COSMO_Area_square_ang 238.7

PM7_COSMO_Volue_cubic_ang 259.7

PM7_Electron_Affinity_ev 0.113

PM7_Ionization_Energy_ev 9.782

PM7_Energy_Gap_ev 9.669

PM7_Global_Hardness_ev 4.8345

PM7_Global_Softness_ev 0.2068466232288758

PM7_Chemical_Potential_ev -4.9475

PM7_Electronigativity_ev 4.9475

PM7_Back_Donation_Energy_ev -1.208625

PM7_Electrophilicity_ev 2.531570612266005

OPENEYE_Name methyl (1~{R},4~{a}~{S},7~{a}~{S})-1-hydroxy-7-(hydroxymethyl)-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate

SMILES C1=C(C2C(C1)C(=COC2O)C(=O)OC)CO

Canonical_SMILES COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O

InChI 1/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3

InChI_3D 1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1

AuxInfo 1/0/N:10,1,6,11,2,4,7,3,8,5,9,15,12,14,16,13/rA:30cCCCCCCCCCCCOOOOOHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;s8;;s4;d5;s2s9;s9;s11;s5s10;s1;s2;s6;s6;s7;s8;s9;s10;s10;s10;s11;s11;s14;s15;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;.868,-1.5037,0;1.734,3.0079,0;3.0028,-2.2695,0;.002,2.0079,0;0,-1.0058,0;1.5095,-2.2708,0;3.3117,-3.2205,0;1.734,2.0079,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;.5468,-1.8869,0;1.234,3.0079,0;2.234,3.0079,0;1.734,3.5079,0;3.4783,-2.115,0;2.5272,-2.424,0;1.3377,-2.7404,0;3.8008,-3.3245,0;

Duplicates ChEBI5298

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5298.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5298.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5298.sdf

Formula	C₁₁H₁₄O₅
MW	226.23
InChIKey	AZKVWQKMDGGDSV-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	30
Number_Heavy_Atoms	16
Number_Rings	2
Number_Bonds	31
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	-1.68
logP	-0.0533
PSA	75.99
MR	54.5086
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-181.10213
PM7_Total_Energy_ev	-3015.90761
PM7_Electronic_Energy_ev	-18392.5434
PM7_Dipole_Debye	3.2023
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.782
PM7_LUMO_Energy_ev	-0.113
PM7_COSMO_Area_square_ang	238.7
PM7_COSMO_Volue_cubic_ang	259.7
PM7_Electron_Affinity_ev	0.113
PM7_Ionization_Energy_ev	9.782
PM7_Energy_Gap_ev	9.669
PM7_Global_Hardness_ev	4.8345
PM7_Global_Softness_ev	0.2068466232288758
PM7_Chemical_Potential_ev	-4.9475
PM7_Electronigativity_ev	4.9475
PM7_Back_Donation_Energy_ev	-1.208625
PM7_Electrophilicity_ev	2.531570612266005
OPENEYE_Name	methyl (1~{R},4~{a}~{S},7~{a}~{S})-1-hydroxy-7-(hydroxymethyl)-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES	C1=C(C2C(C1)C(=COC2O)C(=O)OC)CO
Canonical_SMILES	COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O
InChI	1/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3
InChI_3D	1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1
AuxInfo	1/0/N:10,1,6,11,2,4,7,3,8,5,9,15,12,14,16,13/rA:30cCCCCCCCCCCCOOOOOHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;s8;;s4;d5;s2s9;s9;s11;s5s10;s1;s2;s6;s6;s7;s8;s9;s10;s10;s10;s11;s11;s14;s15;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;.868,-1.5037,0;1.734,3.0079,0;3.0028,-2.2695,0;.002,2.0079,0;0,-1.0058,0;1.5095,-2.2708,0;3.3117,-3.2205,0;1.734,2.0079,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;.5468,-1.8869,0;1.234,3.0079,0;2.234,3.0079,0;1.734,3.5079,0;3.4783,-2.115,0;2.5272,-2.424,0;1.3377,-2.7404,0;3.8008,-3.3245,0;
Duplicates	ChEBI5298
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5298.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5298.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5298.sdf