CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI7023 (3200)

Formula C₂₀H₂₂O₆

MW 358.39

InChIKey AUJNARNSAAQNAK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 6

HB_Donor 0

HB_Acceptor 4

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.94

logP 1.9424

PSA 86.74

MR 93.2

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -192.41174

PM7_Total_Energy_ev -4524.11617

PM7_Electronic_Energy_ev -37632.94237

PM7_Dipole_Debye 7.24263

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.17

PM7_LUMO_Energy_ev -0.54

PM7_COSMO_Area_square_ang 348.02

PM7_COSMO_Volue_cubic_ang 428.8

PM7_Electron_Affinity_ev 0.54

PM7_Ionization_Energy_ev 10.17

PM7_Energy_Gap_ev 9.63

PM7_Global_Hardness_ev 4.815

PM7_Global_Softness_ev 0.20768431983385255

PM7_Chemical_Potential_ev -5.355

PM7_Electronigativity_ev 5.355

PM7_Back_Donation_Energy_ev -1.20375

PM7_Electrophilicity_ev 2.977780373831776

OPENEYE_Name [(3~{a}~{S},5~{S},5~{a}~{S},8~{a}~{R},9~{S},9~{a}~{S})-5,8~{a}-dimethyl-1-methylene-2,4,8-trioxo-5,5~{a},9,9~{a}-tetrahydro-3~{a}~{H}-azuleno[6,5-b]furan-9-yl] 3-methylbut-2-enoate

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

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

InChI 1/C20H22O6/c1-9(2)8-14(22)25-18-15-11(4)19(24)26-17(15)16(23)10(3)12-6-7-13(21)20(12,18)5/h6-8,10,12,15,17-18H,4H2,1-3,5H3

InChI_3D 1S/C20H22O6/c1-9(2)8-14(22)25-18-15-11(4)19(24)26-17(15)16(23)10(3)12-6-7-13(21)20(12,18)5/h6-8,10,12,15,17-18H,4H2,1-3,5H3/t10-,12-,15+,17-,18-,20-/m0/s1

AuxInfo 1/0/N:17,18,19,7,20,2,1,8,9,13,3,11,4,10,12,6,14,15,5,16,21,24,23,22,26,25/E:(1,2)/rA:48cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3;;d3;;d8;s8;s2;s3;s6s11;s6s12;s12;s4s11s15;s9;s9;s13;s16;d4;d5;d6;d10;s5s14;s10s15;s1;s2;s7;s7;s8;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:;-.4059,.923,0;-4.2993,-.6907,0;-.7527,-.6713,0;-5.0616,-.0312,0;-3.0402,1.5998,0;-4.3842,-1.6871,0;-1.1674,-3.6757,0;-1.5296,-4.6078,0;-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;-1.6236,-.1629,0;-2.5179,-4.7601,0;-.9035,-5.3875,0;-2.4355,3.3059,0;-.1123,-1.0452,0;-.6529,-1.6663,0;-6.0355,-.2583,0;-3.4758,2.5,0;-2.7818,-3.0483,0;-4.6697,.8976,0;-1.4312,-1.9639,0;.4886,-.1062,0;-.1539,1.3548,0;-3.974,-1.973,0;-4.8369,-1.8994,0;-.6732,-3.5995,0;-1.8956,.7068,0;-3.0474,.1444,0;-1.5909,1.8206,0;-3.8635,1.271,0;-2.8365,-.9919,0;-2.5941,-4.266,0;-2.4417,-5.2543,0;-3.0121,-4.8363,0;-1.2934,-5.7006,0;-.5136,-5.0745,0;-.5904,-5.7774,0;-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;

Duplicates ChEBI7023

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7023.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7023.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7023.sdf

Formula	C₂₀H₂₂O₆
MW	358.39
InChIKey	AUJNARNSAAQNAK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	6
HB_Donor	0
HB_Acceptor	4
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.94
logP	1.9424
PSA	86.74
MR	93.2
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-192.41174
PM7_Total_Energy_ev	-4524.11617
PM7_Electronic_Energy_ev	-37632.94237
PM7_Dipole_Debye	7.24263
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.17
PM7_LUMO_Energy_ev	-0.54
PM7_COSMO_Area_square_ang	348.02
PM7_COSMO_Volue_cubic_ang	428.8
PM7_Electron_Affinity_ev	0.54
PM7_Ionization_Energy_ev	10.17
PM7_Energy_Gap_ev	9.63
PM7_Global_Hardness_ev	4.815
PM7_Global_Softness_ev	0.20768431983385255
PM7_Chemical_Potential_ev	-5.355
PM7_Electronigativity_ev	5.355
PM7_Back_Donation_Energy_ev	-1.20375
PM7_Electrophilicity_ev	2.977780373831776
OPENEYE_Name	[(3~{a}~{S},5~{S},5~{a}~{S},8~{a}~{R},9~{S},9~{a}~{S})-5,8~{a}-dimethyl-1-methylene-2,4,8-trioxo-5,5~{a},9,9~{a}-tetrahydro-3~{a}~{H}-azuleno[6,5-b]furan-9-yl] 3-methylbut-2-enoate
SMILES	C1=CC2C(C(=O)C3C(C(=C)C(=O)O3)C(C2(C1=O)C)OC(=O)C=C(C)C)C
Canonical_SMILES	CC(=CC(=O)O[C@H]1[C@@H]2C(=C)C(=O)O[C@@H]2C(=O)[C@H]([C@H]2[C@@]1(C)C(=O)C=C2)C)C
InChI	1/C20H22O6/c1-9(2)8-14(22)25-18-15-11(4)19(24)26-17(15)16(23)10(3)12-6-7-13(21)20(12,18)5/h6-8,10,12,15,17-18H,4H2,1-3,5H3
InChI_3D	1S/C20H22O6/c1-9(2)8-14(22)25-18-15-11(4)19(24)26-17(15)16(23)10(3)12-6-7-13(21)20(12,18)5/h6-8,10,12,15,17-18H,4H2,1-3,5H3/t10-,12-,15+,17-,18-,20-/m0/s1
AuxInfo	1/0/N:17,18,19,7,20,2,1,8,9,13,3,11,4,10,12,6,14,15,5,16,21,24,23,22,26,25/E:(1,2)/rA:48cCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3;;d3;;d8;s8;s2;s3;s6s11;s6s12;s12;s4s11s15;s9;s9;s13;s16;d4;d5;d6;d10;s5s14;s10s15;s1;s2;s7;s7;s8;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:;-.4059,.923,0;-4.2993,-.6907,0;-.7527,-.6713,0;-5.0616,-.0312,0;-3.0402,1.5998,0;-4.3842,-1.6871,0;-1.1674,-3.6757,0;-1.5296,-4.6078,0;-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;-1.6236,-.1629,0;-2.5179,-4.7601,0;-.9035,-5.3875,0;-2.4355,3.3059,0;-.1123,-1.0452,0;-.6529,-1.6663,0;-6.0355,-.2583,0;-3.4758,2.5,0;-2.7818,-3.0483,0;-4.6697,.8976,0;-1.4312,-1.9639,0;.4886,-.1062,0;-.1539,1.3548,0;-3.974,-1.973,0;-4.8369,-1.8994,0;-.6732,-3.5995,0;-1.8956,.7068,0;-3.0474,.1444,0;-1.5909,1.8206,0;-3.8635,1.271,0;-2.8365,-.9919,0;-2.5941,-4.266,0;-2.4417,-5.2543,0;-3.0121,-4.8363,0;-1.2934,-5.7006,0;-.5136,-5.0745,0;-.5904,-5.7774,0;-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;
Duplicates	ChEBI7023
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7023.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7023.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/ChEBI7023.sdf