CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28205 (8088)

Formula C₁₅H₂₀O₅

MW 280.32

InChIKey IZGYIFFQBZWOLJ-HCKMINDGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 40

Number_Heavy_Atoms 20

Number_Rings 2

Number_Bonds 41

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP -0.05

logP 1.4627

PSA 83.83

MR 73.0776

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -202.73624

PM7_Total_Energy_ev -3589.07594

PM7_Electronic_Energy_ev -25763.70218

PM7_Dipole_Debye 3.45778

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.975

PM7_LUMO_Energy_ev -1.093

PM7_COSMO_Area_square_ang 290.8

PM7_COSMO_Volue_cubic_ang 343.18

PM7_Electron_Affinity_ev 1.093

PM7_Ionization_Energy_ev 9.975

PM7_Energy_Gap_ev 8.882

PM7_Global_Hardness_ev 4.441

PM7_Global_Softness_ev 0.22517451024544022

PM7_Chemical_Potential_ev -5.534

PM7_Electronigativity_ev 5.534

PM7_Back_Donation_Energy_ev -1.11025

PM7_Electrophilicity_ev 3.4480022517451023

OPENEYE_Name (2~{Z},4~{E})-5-[(1~{R},5~{R},8~{S})-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methyl-penta-2,4-dienoic acid

SMILES C1(=O)CC2(COC(C1)(C2(C=CC(=CC(=O)O)C)O)C)C

Canonical_SMILES OC(=O)/C=C(C=C[C@]1(O)[C@@]2(C)CO[C@]1(C)CC(=O)C2)/C

InChI 1/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/f/h17H

InChI_3D 1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t13-,14-,15+/m1/s1

AuxInfo 1/1/N:13,14,15,2,4,3,7,8,9,5,1,6,11,12,10,16,17,19,20,18/E:(17,18)/F:13,14,15,2,4,3,7,8,9,5,1,6,11,12,10,16,19,17,20,18/rA:40cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;w2;s2w3;s3;s1;s1;;s4;s7s9s10;s8s10;s5;s11;s12;d1;d6;s9s12;s6;s10;s2;s3;s4;s7;s7;s8;s8;s9;s9;s13;s13;s13;s14;s14;s14;s15;s15;s15;s19;s20;/rC:;.1339,-2.2321,0;.6283,-3.8921,0;.3659,-1.2594,0;.8603,-2.9194,0;1.3547,-4.5794,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;-.9053,-.0567,0;-1.5056,.8716,0;-1.5056,-.866,0;1.8187,-2.634,0;-1.6873,1.8549,0;-1.8291,-2.5858,0;1,-.0014,0;2.3131,-4.294,0;-2.4554,-.4956,0;1.1227,-5.5521,0;.4404,1.062,0;-.3453,-2.3749,0;.1491,-4.0349,0;.8451,-1.1167,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.9469,.4509,0;-2.5702,.9954,0;1.9614,-3.1132,0;1.676,-2.1548,0;2.2979,-2.4912,0;-2.179,1.7641,0;-1.7782,2.3466,0;-1.1957,1.9458,0;-1.3377,-2.6783,0;-2.3205,-2.4934,0;-1.9215,-3.0772,0;1.4859,-5.8958,0;.9095,.8889,0;

Duplicates ChEBI28205

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28205.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28205.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28205.sdf

Formula	C₁₅H₂₀O₅
MW	280.32
InChIKey	IZGYIFFQBZWOLJ-HCKMINDGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	40
Number_Heavy_Atoms	20
Number_Rings	2
Number_Bonds	41
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	-0.05
logP	1.4627
PSA	83.83
MR	73.0776
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-202.73624
PM7_Total_Energy_ev	-3589.07594
PM7_Electronic_Energy_ev	-25763.70218
PM7_Dipole_Debye	3.45778
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.975
PM7_LUMO_Energy_ev	-1.093
PM7_COSMO_Area_square_ang	290.8
PM7_COSMO_Volue_cubic_ang	343.18
PM7_Electron_Affinity_ev	1.093
PM7_Ionization_Energy_ev	9.975
PM7_Energy_Gap_ev	8.882
PM7_Global_Hardness_ev	4.441
PM7_Global_Softness_ev	0.22517451024544022
PM7_Chemical_Potential_ev	-5.534
PM7_Electronigativity_ev	5.534
PM7_Back_Donation_Energy_ev	-1.11025
PM7_Electrophilicity_ev	3.4480022517451023
OPENEYE_Name	(2~{Z},4~{E})-5-[(1~{R},5~{R},8~{S})-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methyl-penta-2,4-dienoic acid
SMILES	C1(=O)CC2(COC(C1)(C2(C=CC(=CC(=O)O)C)O)C)C
Canonical_SMILES	OC(=O)/C=C(C=C[C@]1(O)[C@@]2(C)CO[C@]1(C)CC(=O)C2)/C
InChI	1/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/f/h17H
InChI_3D	1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t13-,14-,15+/m1/s1
AuxInfo	1/1/N:13,14,15,2,4,3,7,8,9,5,1,6,11,12,10,16,17,19,20,18/E:(17,18)/F:13,14,15,2,4,3,7,8,9,5,1,6,11,12,10,16,19,17,20,18/rA:40cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;w2;s2w3;s3;s1;s1;;s4;s7s9s10;s8s10;s5;s11;s12;d1;d6;s9s12;s6;s10;s2;s3;s4;s7;s7;s8;s8;s9;s9;s13;s13;s13;s14;s14;s14;s15;s15;s15;s19;s20;/rC:;.1339,-2.2321,0;.6283,-3.8921,0;.3659,-1.2594,0;.8603,-2.9194,0;1.3547,-4.5794,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;-.9053,-.0567,0;-1.5056,.8716,0;-1.5056,-.866,0;1.8187,-2.634,0;-1.6873,1.8549,0;-1.8291,-2.5858,0;1,-.0014,0;2.3131,-4.294,0;-2.4554,-.4956,0;1.1227,-5.5521,0;.4404,1.062,0;-.3453,-2.3749,0;.1491,-4.0349,0;.8451,-1.1167,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.9469,.4509,0;-2.5702,.9954,0;1.9614,-3.1132,0;1.676,-2.1548,0;2.2979,-2.4912,0;-2.179,1.7641,0;-1.7782,2.3466,0;-1.1957,1.9458,0;-1.3377,-2.6783,0;-2.3205,-2.4934,0;-1.9215,-3.0772,0;1.4859,-5.8958,0;.9095,.8889,0;
Duplicates	ChEBI28205
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28205.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28205.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28205.sdf