CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188084_m2 (102449)

Formula C₂₀H₂₇O₅

MW 347.43

InChIKey MEOINZQEJRNAIG-QGDMXLOQNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 53

Number_Heavy_Atoms 25

Number_Rings 1

Number_Bonds 53

Rotat_Bonds 14

Unbranched_Chain 8

Chiral_Centers 2

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.78

logP 3.0913

PSA 94.83

MR 98.5774

ABS 0.56

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -229.68823

PM7_Total_Energy_ev -4298.85843

PM7_Electronic_Energy_ev -31497.16447

PM7_Dipole_Debye 33.90031

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.181

PM7_LUMO_Energy_ev 1.162

PM7_COSMO_Area_square_ang 406.86

PM7_COSMO_Volue_cubic_ang 449.53

PM7_Electron_Affinity_ev -1.162

PM7_Ionization_Energy_ev 5.181

PM7_Energy_Gap_ev 6.343

PM7_Global_Hardness_ev 3.1715

PM7_Global_Softness_ev 0.31530821377896895

PM7_Chemical_Potential_ev -2.0095

PM7_Electronigativity_ev 2.0095

PM7_Back_Donation_Energy_ev -0.792875

PM7_Electrophilicity_ev 0.6366215119028851

OPENEYE_Name (~{E},4~{R},7~{Z})-4-hydroxy-7-[(2~{S})-2-hydroxy-2-[(~{Z})-oct-2-enyl]-5-oxo-cyclopent-3-en-1-ylidene]hept-5-enoate

SMILES C1=CC(C(=CC=CC(CCC(=O)[O-])O)C1=O)(CC=CCCCCC)O

Canonical_SMILES CCCCC/C=CC[C@]1(O)C=CC(=O)/C/1=CC=C[C@@H](CCC(=O)O)O

InChI 1/C20H28O5/c1-2-3-4-5-6-7-14-20(25)15-13-18(22)17(20)10-8-9-16(21)11-12-19(23)24/h6-10,13,15-16,21,25H,2-5,11-12,14H2,1H3,(H,23,24)/p-1/fC20H27O5/q-1

InChI_3D 1S/C20H28O5/c1-2-3-4-5-6-7-14-20(25)15-13-18(22)17(20)10-8-9-16(21)11-12-19(23)24/h6-10,13,15-16,21,25H,2-5,11-12,14H2,1H3,(H,23,24)/b7-6-,9-8+,17-10+/t16-,20-/m0/s1

AuxInfo 1/1/N:12,16,19,17,14,9,8,6,7,5,18,15,1,13,2,20,4,3,10,11,25,22,21,23,24/E:(23,24)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCO-OOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;w4;s5;w6;;w8;;s2s4;;s8s11;s9;s10;s12;s14;s15;s16s17;s7s18;s10;d3;d10;s11;s20;s1;s2;s5;s6;s7;s8;s9;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s25;/rC:;1.0014,0,0;-.3065,.9519,0;.5007,1.5426,0;.498,3.2926,0;-.3688,3.7913,0;-.3703,4.7913,0;2.3148,2.6829,0;3.3148,2.6819,0;-3.8374,6.786,0;1.3131,.9519,0;5.8192,7.0095,0;1.814,1.8174,0;3.8157,3.5475,0;-2.9707,6.2873,0;5.3183,6.144,0;4.3166,4.413,0;-2.1039,5.7886,0;4.8175,5.2785,0;-1.2371,5.2899,0;-3.839,7.786,0;-1.2577,1.2606,0;-4.7027,6.2847,0;2.226,.5437,0;-.7384,6.1567,0;-.2944,-.4041,0;1.2948,-.4048,0;.9307,3.5433,0;-.8014,3.5406,0;.0623,5.0419,0;2.0653,3.1162,0;3.5644,2.2487,0;5.3864,7.26,0;6.252,6.7591,0;6.0696,7.4423,0;2.2467,1.567,0;1.3812,2.0679,0;3.383,3.7979,0;4.2485,3.297,0;-3.22,5.8539,0;-2.7213,6.7207,0;5.7511,5.8936,0;4.8856,6.3945,0;3.8838,4.6634,0;4.7494,4.1625,0;-2.3532,5.3552,0;-1.8545,6.222,0;5.2502,5.0281,0;4.3847,5.5289,0;-1.4864,4.8566,0;2.2774,.0463,0;-.2384,6.1575,0;

Duplicates ChEBI188084_m2

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188084_m2.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188084_m2.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188084_m2.sdf

Formula	C₂₀H₂₇O₅
MW	347.43
InChIKey	MEOINZQEJRNAIG-QGDMXLOQNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	53
Number_Heavy_Atoms	25
Number_Rings	1
Number_Bonds	53
Rotat_Bonds	14
Unbranched_Chain	8
Chiral_Centers	2
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.78
logP	3.0913
PSA	94.83
MR	98.5774
ABS	0.56
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-229.68823
PM7_Total_Energy_ev	-4298.85843
PM7_Electronic_Energy_ev	-31497.16447
PM7_Dipole_Debye	33.90031
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.181
PM7_LUMO_Energy_ev	1.162
PM7_COSMO_Area_square_ang	406.86
PM7_COSMO_Volue_cubic_ang	449.53
PM7_Electron_Affinity_ev	-1.162
PM7_Ionization_Energy_ev	5.181
PM7_Energy_Gap_ev	6.343
PM7_Global_Hardness_ev	3.1715
PM7_Global_Softness_ev	0.31530821377896895
PM7_Chemical_Potential_ev	-2.0095
PM7_Electronigativity_ev	2.0095
PM7_Back_Donation_Energy_ev	-0.792875
PM7_Electrophilicity_ev	0.6366215119028851
OPENEYE_Name	(~{E},4~{R},7~{Z})-4-hydroxy-7-[(2~{S})-2-hydroxy-2-[(~{Z})-oct-2-enyl]-5-oxo-cyclopent-3-en-1-ylidene]hept-5-enoate
SMILES	C1=CC(C(=CC=CC(CCC(=O)[O-])O)C1=O)(CC=CCCCCC)O
Canonical_SMILES	CCCCC/C=CC[C@]1(O)C=CC(=O)/C/1=CC=C[C@@H](CCC(=O)O)O
InChI	1/C20H28O5/c1-2-3-4-5-6-7-14-20(25)15-13-18(22)17(20)10-8-9-16(21)11-12-19(23)24/h6-10,13,15-16,21,25H,2-5,11-12,14H2,1H3,(H,23,24)/p-1/fC20H27O5/q-1
InChI_3D	1S/C20H28O5/c1-2-3-4-5-6-7-14-20(25)15-13-18(22)17(20)10-8-9-16(21)11-12-19(23)24/h6-10,13,15-16,21,25H,2-5,11-12,14H2,1H3,(H,23,24)/b7-6-,9-8+,17-10+/t16-,20-/m0/s1
AuxInfo	1/1/N:12,16,19,17,14,9,8,6,7,5,18,15,1,13,2,20,4,3,10,11,25,22,21,23,24/E:(23,24)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCO-OOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;w4;s5;w6;;w8;;s2s4;;s8s11;s9;s10;s12;s14;s15;s16s17;s7s18;s10;d3;d10;s11;s20;s1;s2;s5;s6;s7;s8;s9;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s25;/rC:;1.0014,0,0;-.3065,.9519,0;.5007,1.5426,0;.498,3.2926,0;-.3688,3.7913,0;-.3703,4.7913,0;2.3148,2.6829,0;3.3148,2.6819,0;-3.8374,6.786,0;1.3131,.9519,0;5.8192,7.0095,0;1.814,1.8174,0;3.8157,3.5475,0;-2.9707,6.2873,0;5.3183,6.144,0;4.3166,4.413,0;-2.1039,5.7886,0;4.8175,5.2785,0;-1.2371,5.2899,0;-3.839,7.786,0;-1.2577,1.2606,0;-4.7027,6.2847,0;2.226,.5437,0;-.7384,6.1567,0;-.2944,-.4041,0;1.2948,-.4048,0;.9307,3.5433,0;-.8014,3.5406,0;.0623,5.0419,0;2.0653,3.1162,0;3.5644,2.2487,0;5.3864,7.26,0;6.252,6.7591,0;6.0696,7.4423,0;2.2467,1.567,0;1.3812,2.0679,0;3.383,3.7979,0;4.2485,3.297,0;-3.22,5.8539,0;-2.7213,6.7207,0;5.7511,5.8936,0;4.8856,6.3945,0;3.8838,4.6634,0;4.7494,4.1625,0;-2.3532,5.3552,0;-1.8545,6.222,0;5.2502,5.0281,0;4.3847,5.5289,0;-1.4864,4.8566,0;2.2774,.0463,0;-.2384,6.1575,0;
Duplicates	ChEBI188084_m2
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188084_m2.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188084_m2.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188084_m2.sdf