CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6927 (3142)

Formula C₂₀H₂₆O₅

MW 346.42

InChIKey KUPPZVXLWANEJJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 5

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.21

logP 2.8433

PSA 69.67

MR 93.474

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -191.93914

PM7_Total_Energy_ev -4283.87118

PM7_Electronic_Energy_ev -36880.50842

PM7_Dipole_Debye 5.73747

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.087

PM7_LUMO_Energy_ev -0.392

PM7_COSMO_Area_square_ang 337

PM7_COSMO_Volue_cubic_ang 425.72

PM7_Electron_Affinity_ev 0.392

PM7_Ionization_Energy_ev 10.087

PM7_Energy_Gap_ev 9.695

PM7_Global_Hardness_ev 4.8475

PM7_Global_Softness_ev 0.20629190304280556

PM7_Chemical_Potential_ev -5.2395

PM7_Electronigativity_ev 5.2395

PM7_Back_Donation_Energy_ev -1.211875

PM7_Electrophilicity_ev 2.831599819494585

OPENEYE_Name [(1~{S},3~{a}~{R},5~{R},5~{a}~{R},8~{a}~{R},9~{S},9~{a}~{R})-1,5,8~{a}-trimethyl-2,8-dioxo-3~{a},4,5,5~{a},9,9~{a}-hexahydro-1~{H}-azuleno[6,5-b]furan-9-yl] (~{E})-2-methylbut-2-enoate

SMILES C1=CC2C(CC3C(C(C(=O)O3)C)C(C2(C1=O)C)OC(=O)C(=CC)C)C

Canonical_SMILES C/C=C(/C(=O)O[C@H]1[C@H]2[C@@H](C[C@H]([C@H]3[C@@]1(C)C(=O)C=C3)C)OC(=O)[C@H]2C)C

InChI 1/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3

InChI_3D 1S/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3/b10-6+/t11-,12+,13+,14-,16-,17+,20+/m1/s1

AuxInfo 1/0/N:16,17,19,18,20,5,2,1,8,6,12,10,9,13,3,11,14,7,4,15,21,23,22,24,25/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;w5;s6;;s2;s4;s10;s8s9;s8s11;s11;s3s9s14;s5;s6;s10;s12;s15;d3;d4;d7;s4s13;s7s14;s1;s2;s5;s8;s8;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:;.3919,.9288,0;.7623,-.6595,0;5.0616,.0312,0;3.532,-4.5766,0;3.8942,-3.6445,0;3.2681,-2.8647,0;3.0214,1.6323,0;1.3962,.8431,0;4.3089,-.6401,0;3.438,-.1317,0;2.0214,1.631,0;3.6524,.8536,0;2.5347,-.5681,0;1.6252,-.1385,0;4.1581,-5.3563,0;4.8826,-3.4921,0;5.0489,-1.3128,0;1.1195,2.063,0;1.7143,-1.8862,0;.6774,-1.6559,0;6.0388,-.1813,0;2.2798,-3.0171,0;4.6557,.9542,0;3.6304,-1.9327,0;-.4869,-.1136,0;.1335,1.3568,0;3.0378,-4.6527,0;2.9084,2.1194,0;3.4707,1.8518,0;1.8841,.7336,0;4.0131,-1.0432,0;3.0453,.1778,0;2.1318,2.1187,0;3.9852,.4804,0;2.2251,-.9607,0;4.548,-5.0433,0;3.7682,-5.6694,0;4.4712,-5.7462,0;4.9587,-3.9863,0;4.8064,-2.998,0;5.3767,-3.416,0;5.3852,-.9428,0;4.7125,-1.6827,0;5.4188,-1.6491,0;.9035,1.6121,0;1.3356,2.514,0;.6686,2.279,0;1.215,-1.9117,0;2.2137,-1.8608,0;1.7398,-2.3856,0;

Duplicates ChEBI6927

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6927.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6927.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6927.sdf

Formula	C₂₀H₂₆O₅
MW	346.42
InChIKey	KUPPZVXLWANEJJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	5
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.21
logP	2.8433
PSA	69.67
MR	93.474
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-191.93914
PM7_Total_Energy_ev	-4283.87118
PM7_Electronic_Energy_ev	-36880.50842
PM7_Dipole_Debye	5.73747
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.087
PM7_LUMO_Energy_ev	-0.392
PM7_COSMO_Area_square_ang	337
PM7_COSMO_Volue_cubic_ang	425.72
PM7_Electron_Affinity_ev	0.392
PM7_Ionization_Energy_ev	10.087
PM7_Energy_Gap_ev	9.695
PM7_Global_Hardness_ev	4.8475
PM7_Global_Softness_ev	0.20629190304280556
PM7_Chemical_Potential_ev	-5.2395
PM7_Electronigativity_ev	5.2395
PM7_Back_Donation_Energy_ev	-1.211875
PM7_Electrophilicity_ev	2.831599819494585
OPENEYE_Name	[(1~{S},3~{a}~{R},5~{R},5~{a}~{R},8~{a}~{R},9~{S},9~{a}~{R})-1,5,8~{a}-trimethyl-2,8-dioxo-3~{a},4,5,5~{a},9,9~{a}-hexahydro-1~{H}-azuleno[6,5-b]furan-9-yl] (~{E})-2-methylbut-2-enoate
SMILES	C1=CC2C(CC3C(C(C(=O)O3)C)C(C2(C1=O)C)OC(=O)C(=CC)C)C
Canonical_SMILES	C/C=C(/C(=O)O[C@H]1[C@H]2[C@@H](C[C@H]([C@H]3[C@@]1(C)C(=O)C=C3)C)OC(=O)[C@H]2C)C
InChI	1/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3
InChI_3D	1S/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3/b10-6+/t11-,12+,13+,14-,16-,17+,20+/m1/s1
AuxInfo	1/0/N:16,17,19,18,20,5,2,1,8,6,12,10,9,13,3,11,14,7,4,15,21,23,22,24,25/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;w5;s6;;s2;s4;s10;s8s9;s8s11;s11;s3s9s14;s5;s6;s10;s12;s15;d3;d4;d7;s4s13;s7s14;s1;s2;s5;s8;s8;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:;.3919,.9288,0;.7623,-.6595,0;5.0616,.0312,0;3.532,-4.5766,0;3.8942,-3.6445,0;3.2681,-2.8647,0;3.0214,1.6323,0;1.3962,.8431,0;4.3089,-.6401,0;3.438,-.1317,0;2.0214,1.631,0;3.6524,.8536,0;2.5347,-.5681,0;1.6252,-.1385,0;4.1581,-5.3563,0;4.8826,-3.4921,0;5.0489,-1.3128,0;1.1195,2.063,0;1.7143,-1.8862,0;.6774,-1.6559,0;6.0388,-.1813,0;2.2798,-3.0171,0;4.6557,.9542,0;3.6304,-1.9327,0;-.4869,-.1136,0;.1335,1.3568,0;3.0378,-4.6527,0;2.9084,2.1194,0;3.4707,1.8518,0;1.8841,.7336,0;4.0131,-1.0432,0;3.0453,.1778,0;2.1318,2.1187,0;3.9852,.4804,0;2.2251,-.9607,0;4.548,-5.0433,0;3.7682,-5.6694,0;4.4712,-5.7462,0;4.9587,-3.9863,0;4.8064,-2.998,0;5.3767,-3.416,0;5.3852,-.9428,0;4.7125,-1.6827,0;5.4188,-1.6491,0;.9035,1.6121,0;1.3356,2.514,0;.6686,2.279,0;1.215,-1.9117,0;2.2137,-1.8608,0;1.7398,-2.3856,0;
Duplicates	ChEBI6927
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6927.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6927.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6927.sdf