CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6358 (2764)

Formula C₁₅H₁₆O₅

MW 276.29

InChIKey VJQAFLAZRVKAKM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 36

Number_Heavy_Atoms 20

Number_Rings 3

Number_Bonds 38

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP -1.49

logP 0.2829

PSA 83.83

MR 70.2636

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -152.69756

PM7_Total_Energy_ev -3533.6102

PM7_Electronic_Energy_ev -24785.87084

PM7_Dipole_Debye 3.2573

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.134

PM7_LUMO_Energy_ev -0.692

PM7_COSMO_Area_square_ang 275.7

PM7_COSMO_Volue_cubic_ang 318.81

PM7_Electron_Affinity_ev 0.692

PM7_Ionization_Energy_ev 10.134

PM7_Energy_Gap_ev 9.442

PM7_Global_Hardness_ev 4.721

PM7_Global_Softness_ev 0.21181952976064394

PM7_Chemical_Potential_ev -5.413

PM7_Electronigativity_ev 5.413

PM7_Back_Donation_Energy_ev -1.18025

PM7_Electrophilicity_ev 3.1032163736496505

OPENEYE_Name (3~{a}~{R},4~{S},9~{a}~{S},9~{b}~{R})-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-4,5,9~{a},9~{b}-tetrahydro-3~{a}~{H}-azuleno[4,5-b]furan-2,7-dione

SMILES C1=C(C2C(=C(CC(C3C2OC(=O)C3=C)O)C)C1=O)CO

Canonical_SMILES OCC1=CC(=O)C2=C(C)C[C@@H]([C@@H]3[C@@H]([C@@H]12)OC(=O)C3=C)O

InChI 1/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3

InChI_3D 1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3/t9-,12+,13-,14-/m0/s1

AuxInfo 1/0/N:14,8,9,1,15,4,6,3,13,5,2,11,10,12,7,20,19,16,17,18/rA:36cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;s6;d6;s4;s2s3;s6;s10s11;s9s11;s4;s3;d5;d7;s7s12;s13;s15;s1;s8;s8;s9;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s19;s20;/rC:-2.019,-2.8023,0;-1.1263,-1.4261,0;-1.0396,-3.064,0;-.9097,-.4394,0;-2.0725,-1.7898,0;2.0965,-1.7773,0;2.0502,-2.7917,0;2.9316,-1.2271,0;;-.4879,-2.2137,0;1.1461,-1.4195,0;.5121,-2.2129,0;.9159,-.4326,0;-1.6945,.1804,0;-.6807,-3.9974,0;-2.9114,-1.2455,0;2.8315,-3.4158,0;1.0708,-3.0611,0;1.294,1.2761,0;-.3218,-4.9308,0;-2.4074,-3.1172,0;2.9021,-.728,0;3.3785,-1.4512,0;-.313,.3899,0;.3096,.3926,0;-.2729,-1.7623,0;.6584,-1.3092,0;.2751,-2.6532,0;1.4159,-.4298,0;-2.0044,-.212,0;-1.3846,.5728,0;-2.0869,.4903,0;-.214,-3.8179,0;-1.1474,-4.1768,0;1.7708,1.4266,0;.1721,-5.0087,0;

Duplicates ChEBI6358

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6358.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6358.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6358.sdf

Formula	C₁₅H₁₆O₅
MW	276.29
InChIKey	VJQAFLAZRVKAKM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	36
Number_Heavy_Atoms	20
Number_Rings	3
Number_Bonds	38
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	-1.49
logP	0.2829
PSA	83.83
MR	70.2636
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-152.69756
PM7_Total_Energy_ev	-3533.6102
PM7_Electronic_Energy_ev	-24785.87084
PM7_Dipole_Debye	3.2573
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.134
PM7_LUMO_Energy_ev	-0.692
PM7_COSMO_Area_square_ang	275.7
PM7_COSMO_Volue_cubic_ang	318.81
PM7_Electron_Affinity_ev	0.692
PM7_Ionization_Energy_ev	10.134
PM7_Energy_Gap_ev	9.442
PM7_Global_Hardness_ev	4.721
PM7_Global_Softness_ev	0.21181952976064394
PM7_Chemical_Potential_ev	-5.413
PM7_Electronigativity_ev	5.413
PM7_Back_Donation_Energy_ev	-1.18025
PM7_Electrophilicity_ev	3.1032163736496505
OPENEYE_Name	(3~{a}~{R},4~{S},9~{a}~{S},9~{b}~{R})-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-4,5,9~{a},9~{b}-tetrahydro-3~{a}~{H}-azuleno[4,5-b]furan-2,7-dione
SMILES	C1=C(C2C(=C(CC(C3C2OC(=O)C3=C)O)C)C1=O)CO
Canonical_SMILES	OCC1=CC(=O)C2=C(C)C[C@@H]([C@@H]3[C@@H]([C@@H]12)OC(=O)C3=C)O
InChI	1/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3
InChI_3D	1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3/t9-,12+,13-,14-/m0/s1
AuxInfo	1/0/N:14,8,9,1,15,4,6,3,13,5,2,11,10,12,7,20,19,16,17,18/rA:36cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHH/rB:;d1;d2;s1s2;;s6;d6;s4;s2s3;s6;s10s11;s9s11;s4;s3;d5;d7;s7s12;s13;s15;s1;s8;s8;s9;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s19;s20;/rC:-2.019,-2.8023,0;-1.1263,-1.4261,0;-1.0396,-3.064,0;-.9097,-.4394,0;-2.0725,-1.7898,0;2.0965,-1.7773,0;2.0502,-2.7917,0;2.9316,-1.2271,0;;-.4879,-2.2137,0;1.1461,-1.4195,0;.5121,-2.2129,0;.9159,-.4326,0;-1.6945,.1804,0;-.6807,-3.9974,0;-2.9114,-1.2455,0;2.8315,-3.4158,0;1.0708,-3.0611,0;1.294,1.2761,0;-.3218,-4.9308,0;-2.4074,-3.1172,0;2.9021,-.728,0;3.3785,-1.4512,0;-.313,.3899,0;.3096,.3926,0;-.2729,-1.7623,0;.6584,-1.3092,0;.2751,-2.6532,0;1.4159,-.4298,0;-2.0044,-.212,0;-1.3846,.5728,0;-2.0869,.4903,0;-.214,-3.8179,0;-1.1474,-4.1768,0;1.7708,1.4266,0;.1721,-5.0087,0;
Duplicates	ChEBI6358
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6358.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6358.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6358.sdf