CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182268 (97464)

Formula C₁₉H₂₄O₅

MW 332.4

InChIKey NZESEVTYUVXOTC-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 24

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 3

Unbranched_Chain 1

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 2.06

logP 2.4532

PSA 69.67

MR 88.667

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -182.40919

PM7_Total_Energy_ev -4133.72225

PM7_Electronic_Energy_ev -34779.65712

PM7_Dipole_Debye 5.86455

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.127

PM7_LUMO_Energy_ev -0.431

PM7_COSMO_Area_square_ang 320.82

PM7_COSMO_Volue_cubic_ang 408.96

PM7_Electron_Affinity_ev 0.431

PM7_Ionization_Energy_ev 10.127

PM7_Energy_Gap_ev 9.696

PM7_Global_Hardness_ev 4.848

PM7_Global_Softness_ev 0.20627062706270627

PM7_Chemical_Potential_ev -5.279

PM7_Electronigativity_ev 5.279

PM7_Back_Donation_Energy_ev -1.212

PM7_Electrophilicity_ev 2.874158518976898

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] 2-methylprop-2-enoate

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

Canonical_SMILES C[C@@H]1C[C@H]2OC(=O)[C@H]([C@H]2[C@@H]([C@]2([C@H]1C=CC2=O)C)OC(=O)C(=C)C)C

InChI 1/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3

InChI_3D 1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3/t10-,11+,12+,13-,15-,16+,19+/m1/s1

AuxInfo 1/0/N:5,16,18,17,19,2,1,8,6,12,10,9,13,3,11,14,7,4,15,20,22,21,23,24/rA:48cCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d5;s6;;s2;s4;s10;s8s9;s8s11;s11;s3s9s14;s6;s10;s12;s15;d3;d4;d7;s4s13;s7s14;s1;s2;s5;s5;s8;s8;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;/rC:;.3919,.9288,0;.7623,-.6595,0;5.0616,.0312,0;4.8826,-3.4921,0;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;3.532,-4.5766,0;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;5.1956,-3.882,0;5.0637,-3.0261,0;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;3.9981,-4.7577,0;3.066,-4.3955,0;3.3509,-5.0426,0;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 ChEBI182268

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182268.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182268.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182268.sdf

Formula	C₁₉H₂₄O₅
MW	332.4
InChIKey	NZESEVTYUVXOTC-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	24
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	3
Unbranched_Chain	1
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	2.06
logP	2.4532
PSA	69.67
MR	88.667
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-182.40919
PM7_Total_Energy_ev	-4133.72225
PM7_Electronic_Energy_ev	-34779.65712
PM7_Dipole_Debye	5.86455
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.127
PM7_LUMO_Energy_ev	-0.431
PM7_COSMO_Area_square_ang	320.82
PM7_COSMO_Volue_cubic_ang	408.96
PM7_Electron_Affinity_ev	0.431
PM7_Ionization_Energy_ev	10.127
PM7_Energy_Gap_ev	9.696
PM7_Global_Hardness_ev	4.848
PM7_Global_Softness_ev	0.20627062706270627
PM7_Chemical_Potential_ev	-5.279
PM7_Electronigativity_ev	5.279
PM7_Back_Donation_Energy_ev	-1.212
PM7_Electrophilicity_ev	2.874158518976898
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] 2-methylprop-2-enoate
SMILES	C1=CC2C(CC3C(C(C(=O)O3)C)C(C2(C1=O)C)OC(=O)C(=C)C)C
Canonical_SMILES	C[C@@H]1C[C@H]2OC(=O)[C@H]([C@H]2[C@@H]([C@]2([C@H]1C=CC2=O)C)OC(=O)C(=C)C)C
InChI	1/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3
InChI_3D	1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3/t10-,11+,12+,13-,15-,16+,19+/m1/s1
AuxInfo	1/0/N:5,16,18,17,19,2,1,8,6,12,10,9,13,3,11,14,7,4,15,20,22,21,23,24/rA:48cCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d5;s6;;s2;s4;s10;s8s9;s8s11;s11;s3s9s14;s6;s10;s12;s15;d3;d4;d7;s4s13;s7s14;s1;s2;s5;s5;s8;s8;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;/rC:;.3919,.9288,0;.7623,-.6595,0;5.0616,.0312,0;4.8826,-3.4921,0;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;3.532,-4.5766,0;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;5.1956,-3.882,0;5.0637,-3.0261,0;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;3.9981,-4.7577,0;3.066,-4.3955,0;3.3509,-5.0426,0;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	ChEBI182268
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182268.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182268.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182268.sdf