CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI7022 (3199)

Formula C₂₀H₂₄O₆

MW 360.41

InChIKey UQFKZAAOUCMTRM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.97

logP 1.7342

PSA 89.9

MR 94.1618

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -199.89873

PM7_Total_Energy_ev -4551.03863

PM7_Electronic_Energy_ev -39138.27698

PM7_Dipole_Debye 5.7448

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.039

PM7_LUMO_Energy_ev -0.378

PM7_COSMO_Area_square_ang 340.28

PM7_COSMO_Volue_cubic_ang 433.43

PM7_Electron_Affinity_ev 0.378

PM7_Ionization_Energy_ev 10.039

PM7_Energy_Gap_ev 9.661

PM7_Global_Hardness_ev 4.8305

PM7_Global_Softness_ev 0.20701790704895973

PM7_Chemical_Potential_ev -5.2085

PM7_Electronigativity_ev 5.2085

PM7_Back_Donation_Energy_ev -1.207625

PM7_Electrophilicity_ev 2.8080397733153917

OPENEYE_Name [(3~{a}~{S},4~{R},5~{S},5~{a}~{S},8~{a}~{R},9~{S},9~{a}~{S})-4-hydroxy-5,8~{a}-dimethyl-1-methylene-2,8-dioxo-3~{a},4,5,5~{a},9,9~{a}-hexahydroazuleno[6,5-b]furan-9-yl] (~{Z})-2-methylbut-2-enoate

SMILES C1=CC2C(C(C3C(C(=C)C(=O)O3)C(C2(C1=O)C)OC(=O)C(=CC)C)O)C

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

InChI 1/C20H24O6/c1-6-9(2)18(23)26-17-14-11(4)19(24)25-16(14)15(22)10(3)12-7-8-13(21)20(12,17)5/h6-8,10,12,14-17,22H,4H2,1-3,5H3

InChI_3D 1S/C20H24O6/c1-6-9(2)18(23)26-17-14-11(4)19(24)25-16(14)15(22)10(3)12-7-8-13(21)20(12,17)5/h6-8,10,12,14-17,22H,4H2,1-3,5H3/b9-6-/t10-,12-,14+,15+,16-,17-,20-/m0/s1

AuxInfo 1/0/N:17,18,19,6,20,7,2,1,8,12,3,10,4,11,15,13,14,9,5,16,21,25,23,22,24,26/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3;d3;;w7;s8;s2;s3;s10;s11;s11;s12s13;s4s10s14;s7;s8;s12;s16;d4;d5;d9;s5s13;s15;s9s14;s1;s2;s6;s6;s7;s10;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s25;/rC:;-.4059,.923,0;-4.2993,-.6907,0;-.7527,-.6713,0;-5.0616,-.0312,0;-4.3842,-1.6871,0;-1.5296,-4.6078,0;-1.1674,-3.6757,0;-1.7935,-2.8959,0;-1.4092,.8224,0;-3.4364,-.1697,0;-2.0402,1.6011,0;-3.6654,.8119,0;-2.5269,-.5993,0;-3.0402,1.5998,0;-1.6236,-.1629,0;-.9035,-5.3875,0;-.179,-3.5233,0;-2.4355,3.3059,0;-.1123,-1.0452,0;-.6529,-1.6663,0;-6.0355,-.2583,0;-2.7818,-3.0483,0;-4.6697,.8976,0;-4.6185,2.3559,0;-1.4312,-1.9639,0;.4886,-.1062,0;-.1539,1.3548,0;-3.974,-1.973,0;-4.8369,-1.8994,0;-2.0238,-4.6839,0;-1.8956,.7068,0;-3.0474,.1444,0;-1.5909,1.8206,0;-3.8635,1.271,0;-2.8365,-.9919,0;-2.9298,2.0874,0;-.5136,-5.0745,0;-1.2934,-5.7006,0;-.5904,-5.7774,0;-.2552,-3.0292,0;-.1029,-4.0175,0;.3151,-3.4472,0;-1.9485,3.4188,0;-2.9226,3.1929,0;-2.5485,3.7929,0;.1398,-.6134,0;-.3643,-1.477,0;.3195,-1.2972,0;-4.6568,2.8544,0;

Duplicates ChEBI7022

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7022.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7022.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7022.sdf

Formula	C₂₀H₂₄O₆
MW	360.41
InChIKey	UQFKZAAOUCMTRM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.97
logP	1.7342
PSA	89.9
MR	94.1618
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-199.89873
PM7_Total_Energy_ev	-4551.03863
PM7_Electronic_Energy_ev	-39138.27698
PM7_Dipole_Debye	5.7448
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.039
PM7_LUMO_Energy_ev	-0.378
PM7_COSMO_Area_square_ang	340.28
PM7_COSMO_Volue_cubic_ang	433.43
PM7_Electron_Affinity_ev	0.378
PM7_Ionization_Energy_ev	10.039
PM7_Energy_Gap_ev	9.661
PM7_Global_Hardness_ev	4.8305
PM7_Global_Softness_ev	0.20701790704895973
PM7_Chemical_Potential_ev	-5.2085
PM7_Electronigativity_ev	5.2085
PM7_Back_Donation_Energy_ev	-1.207625
PM7_Electrophilicity_ev	2.8080397733153917
OPENEYE_Name	[(3~{a}~{S},4~{R},5~{S},5~{a}~{S},8~{a}~{R},9~{S},9~{a}~{S})-4-hydroxy-5,8~{a}-dimethyl-1-methylene-2,8-dioxo-3~{a},4,5,5~{a},9,9~{a}-hexahydroazuleno[6,5-b]furan-9-yl] (~{Z})-2-methylbut-2-enoate
SMILES	C1=CC2C(C(C3C(C(=C)C(=O)O3)C(C2(C1=O)C)OC(=O)C(=CC)C)O)C
Canonical_SMILES	C/C=C(C(=O)O[C@H]1[C@H]2[C@H](OC(=O)C2=C)[C@@H]([C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C)O)/C
InChI	1/C20H24O6/c1-6-9(2)18(23)26-17-14-11(4)19(24)25-16(14)15(22)10(3)12-7-8-13(21)20(12,17)5/h6-8,10,12,14-17,22H,4H2,1-3,5H3
InChI_3D	1S/C20H24O6/c1-6-9(2)18(23)26-17-14-11(4)19(24)25-16(14)15(22)10(3)12-7-8-13(21)20(12,17)5/h6-8,10,12,14-17,22H,4H2,1-3,5H3/b9-6-/t10-,12-,14+,15+,16-,17-,20-/m0/s1
AuxInfo	1/0/N:17,18,19,6,20,7,2,1,8,12,3,10,4,11,15,13,14,9,5,16,21,25,23,22,24,26/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3;d3;;w7;s8;s2;s3;s10;s11;s11;s12s13;s4s10s14;s7;s8;s12;s16;d4;d5;d9;s5s13;s15;s9s14;s1;s2;s6;s6;s7;s10;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s25;/rC:;-.4059,.923,0;-4.2993,-.6907,0;-.7527,-.6713,0;-5.0616,-.0312,0;-4.3842,-1.6871,0;-1.5296,-4.6078,0;-1.1674,-3.6757,0;-1.7935,-2.8959,0;-1.4092,.8224,0;-3.4364,-.1697,0;-2.0402,1.6011,0;-3.6654,.8119,0;-2.5269,-.5993,0;-3.0402,1.5998,0;-1.6236,-.1629,0;-.9035,-5.3875,0;-.179,-3.5233,0;-2.4355,3.3059,0;-.1123,-1.0452,0;-.6529,-1.6663,0;-6.0355,-.2583,0;-2.7818,-3.0483,0;-4.6697,.8976,0;-4.6185,2.3559,0;-1.4312,-1.9639,0;.4886,-.1062,0;-.1539,1.3548,0;-3.974,-1.973,0;-4.8369,-1.8994,0;-2.0238,-4.6839,0;-1.8956,.7068,0;-3.0474,.1444,0;-1.5909,1.8206,0;-3.8635,1.271,0;-2.8365,-.9919,0;-2.9298,2.0874,0;-.5136,-5.0745,0;-1.2934,-5.7006,0;-.5904,-5.7774,0;-.2552,-3.0292,0;-.1029,-4.0175,0;.3151,-3.4472,0;-1.9485,3.4188,0;-2.9226,3.1929,0;-2.5485,3.7929,0;.1398,-.6134,0;-.3643,-1.477,0;.3195,-1.2972,0;-4.6568,2.8544,0;
Duplicates	ChEBI7022
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7022.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7022.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7022.sdf