CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8652 (3890)

Formula C₂₀H₂₈O₆

MW 364.44

InChIKey GHEIESSKOYFMTB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 26

Number_Rings 1

Number_Bonds 54

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.67

logP 2.2295

PSA 93.06

MR 99.1376

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -226.03562

PM7_Total_Energy_ev -4605.46704

PM7_Electronic_Energy_ev -38721.14163

PM7_Dipole_Debye 4.07001

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.59

PM7_LUMO_Energy_ev -0.19

PM7_COSMO_Area_square_ang 377.35

PM7_COSMO_Volue_cubic_ang 474.21

PM7_Electron_Affinity_ev 0.19

PM7_Ionization_Energy_ev 9.59

PM7_Energy_Gap_ev 9.4

PM7_Global_Hardness_ev 4.7

PM7_Global_Softness_ev 0.2127659574468085

PM7_Chemical_Potential_ev -4.89

PM7_Electronigativity_ev 4.89

PM7_Back_Donation_Energy_ev -1.175

PM7_Electrophilicity_ev 2.543840425531915

OPENEYE_Name [(~{E},1~{R})-5-hydroxy-1-[(2~{R},3~{R})-2-[(~{E})-3-hydroxy-2-methyl-prop-1-enyl]-4-methylene-5-oxo-tetrahydrofuran-3-yl]-3-methyl-pent-3-enyl] (~{Z})-2-methylbut-2-enoate

SMILES C1(=C)C(=O)OC(C1C(CC(=CCO)C)OC(=O)C(=CC)C)C=C(C)CO

Canonical_SMILES OC/C=C(/C[C@H]([C@@H]1[C@@H](/C=C(/CO)C)OC(=O)C1=C)OC(=O)/C(=CC)/C)C

InChI 1/C20H28O6/c1-6-14(4)19(23)25-16(9-12(2)7-8-21)18-15(5)20(24)26-17(18)10-13(3)11-22/h6-7,10,16-18,21-22H,5,8-9,11H2,1-4H3

InChI_3D 1S/C20H28O6/c1-6-14(4)19(23)25-16(9-12(2)7-8-21)18-15(5)20(24)26-17(18)10-13(3)11-22/h6-7,10,16-18,21-22H,5,8-9,11H2,1-4H3/b12-7+,13-10+,14-6-/t16-,17-,18-/m1/s1

AuxInfo 1/0/N:13,16,15,14,3,5,6,17,18,4,19,9,8,7,1,20,12,11,10,2,24,25,22,21,26,23/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;;;;w5;w4;w6;s7;s1;s4s11;s5;s7;s8;s9;s6;s9;s8;s11s18;d2;d10;s2s12;s17;s19;s10s20;s3;s3;s4;s5;s6;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s25;/rC:;-.3065,.9518,0;-.5888,-.8082,0;2.1899,2.4664,0;.3906,-2.9372,0;5.3386,-.0435,0;1.3421,-2.6297,0;1.6908,3.333,0;4.6683,-.7856,0;1.5516,-1.6519,0;1.0015,0,0;1.3133,.9518,0;.1811,-3.915,0;2.0842,-3.3,0;2.1918,4.1985,0;4.9758,-1.7371,0;6.3164,-.253,0;3.6905,-.5761,0;.6908,3.334,0;2.7127,-.3666,0;-1.2577,1.2604,0;.8096,-.9816,0;.5008,1.5426,0;7.2942,-.4625,0;-.3092,3.3351,0;2.5032,-1.3444,0;-.3861,-1.2653,0;-1.086,-.7553,0;2.6899,2.4659,0;.0196,-2.602,0;5.1849,.4323,0;.9488,-.4972,0;1.7697,.7476,0;.67,-4.0198,0;-.3078,-3.8103,0;.0764,-4.4039,0;2.4194,-2.929,0;1.7491,-3.6711,0;2.4552,-3.6352,0;2.6245,3.948,0;1.759,4.4489,0;2.4422,4.6312,0;5.4516,-1.5834,0;4.5,-1.8909,0;5.1295,-2.2129,0;6.2117,-.7419,0;6.4212,.2359,0;3.7952,-.0872,0;3.5857,-1.065,0;.6914,3.834,0;.6903,2.834,0;2.8174,.1223,0;7.448,-.9382,0;-.5587,3.7684,0;

Duplicates ChEBI8652

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/ChEBI8652.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/ChEBI8652.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/ChEBI8652.sdf

Formula	C₂₀H₂₈O₆
MW	364.44
InChIKey	GHEIESSKOYFMTB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	26
Number_Rings	1
Number_Bonds	54
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.67
logP	2.2295
PSA	93.06
MR	99.1376
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-226.03562
PM7_Total_Energy_ev	-4605.46704
PM7_Electronic_Energy_ev	-38721.14163
PM7_Dipole_Debye	4.07001
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.59
PM7_LUMO_Energy_ev	-0.19
PM7_COSMO_Area_square_ang	377.35
PM7_COSMO_Volue_cubic_ang	474.21
PM7_Electron_Affinity_ev	0.19
PM7_Ionization_Energy_ev	9.59
PM7_Energy_Gap_ev	9.4
PM7_Global_Hardness_ev	4.7
PM7_Global_Softness_ev	0.2127659574468085
PM7_Chemical_Potential_ev	-4.89
PM7_Electronigativity_ev	4.89
PM7_Back_Donation_Energy_ev	-1.175
PM7_Electrophilicity_ev	2.543840425531915
OPENEYE_Name	[(~{E},1~{R})-5-hydroxy-1-[(2~{R},3~{R})-2-[(~{E})-3-hydroxy-2-methyl-prop-1-enyl]-4-methylene-5-oxo-tetrahydrofuran-3-yl]-3-methyl-pent-3-enyl] (~{Z})-2-methylbut-2-enoate
SMILES	C1(=C)C(=O)OC(C1C(CC(=CCO)C)OC(=O)C(=CC)C)C=C(C)CO
Canonical_SMILES	OC/C=C(/C[C@H]([C@@H]1[C@@H](/C=C(/CO)C)OC(=O)C1=C)OC(=O)/C(=CC)/C)C
InChI	1/C20H28O6/c1-6-14(4)19(23)25-16(9-12(2)7-8-21)18-15(5)20(24)26-17(18)10-13(3)11-22/h6-7,10,16-18,21-22H,5,8-9,11H2,1-4H3
InChI_3D	1S/C20H28O6/c1-6-14(4)19(23)25-16(9-12(2)7-8-21)18-15(5)20(24)26-17(18)10-13(3)11-22/h6-7,10,16-18,21-22H,5,8-9,11H2,1-4H3/b12-7+,13-10+,14-6-/t16-,17-,18-/m1/s1
AuxInfo	1/0/N:13,16,15,14,3,5,6,17,18,4,19,9,8,7,1,20,12,11,10,2,24,25,22,21,26,23/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;;;;w5;w4;w6;s7;s1;s4s11;s5;s7;s8;s9;s6;s9;s8;s11s18;d2;d10;s2s12;s17;s19;s10s20;s3;s3;s4;s5;s6;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s25;/rC:;-.3065,.9518,0;-.5888,-.8082,0;2.1899,2.4664,0;.3906,-2.9372,0;5.3386,-.0435,0;1.3421,-2.6297,0;1.6908,3.333,0;4.6683,-.7856,0;1.5516,-1.6519,0;1.0015,0,0;1.3133,.9518,0;.1811,-3.915,0;2.0842,-3.3,0;2.1918,4.1985,0;4.9758,-1.7371,0;6.3164,-.253,0;3.6905,-.5761,0;.6908,3.334,0;2.7127,-.3666,0;-1.2577,1.2604,0;.8096,-.9816,0;.5008,1.5426,0;7.2942,-.4625,0;-.3092,3.3351,0;2.5032,-1.3444,0;-.3861,-1.2653,0;-1.086,-.7553,0;2.6899,2.4659,0;.0196,-2.602,0;5.1849,.4323,0;.9488,-.4972,0;1.7697,.7476,0;.67,-4.0198,0;-.3078,-3.8103,0;.0764,-4.4039,0;2.4194,-2.929,0;1.7491,-3.6711,0;2.4552,-3.6352,0;2.6245,3.948,0;1.759,4.4489,0;2.4422,4.6312,0;5.4516,-1.5834,0;4.5,-1.8909,0;5.1295,-2.2129,0;6.2117,-.7419,0;6.4212,.2359,0;3.7952,-.0872,0;3.5857,-1.065,0;.6914,3.834,0;.6903,2.834,0;2.8174,.1223,0;7.448,-.9382,0;-.5587,3.7684,0;
Duplicates	ChEBI8652
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/ChEBI8652.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/ChEBI8652.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/ChEBI8652.sdf