CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184897 (99582)

Formula C₂₂H₂₀O₆

MW 380.4

InChIKey LWPLUSZMJGIFAR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.48

logP 3.4404

PSA 78.13

MR 103.155

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -166.89496

PM7_Total_Energy_ev -4742.53989

PM7_Electronic_Energy_ev -39216.80351

PM7_Dipole_Debye 4.60934

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.661

PM7_LUMO_Energy_ev -0.915

PM7_COSMO_Area_square_ang 364.98

PM7_COSMO_Volue_cubic_ang 430.84

PM7_Electron_Affinity_ev 0.915

PM7_Ionization_Energy_ev 9.661

PM7_Energy_Gap_ev 8.746

PM7_Global_Hardness_ev 4.373

PM7_Global_Softness_ev 0.228675966155957

PM7_Chemical_Potential_ev -5.288

PM7_Electronigativity_ev 5.288

PM7_Back_Donation_Energy_ev -1.09325

PM7_Electrophilicity_ev 3.1972266178824604

OPENEYE_Name (12~{S},15~{R},16~{R})-15-hydroxy-8-methoxy-14,14-dimethyl-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.0^{2,7}.0^{12,16}]hexadeca-1,4,7,9-tetraen-6-one

SMILES c1ccc(cc1)c2cc(=O)c3c(o2)c4c(cc3OC)OC5C4C(C(O5)(C)C)O

Canonical_SMILES COc1cc2O[C@@H]3[C@H](c2c2c1c(=O)cc(o2)c1ccccc1)[C@H](C(O3)(C)C)O

InChI 1/C22H20O6/c1-22(2)20(24)18-17-15(27-21(18)28-22)10-14(25-3)16-12(23)9-13(26-19(16)17)11-7-5-4-6-8-11/h4-10,18,20-21,24H,1-3H3

InChI_3D 1S/C22H20O6/c1-22(2)20(24)18-17-15(27-21(18)28-22)10-14(25-3)16-12(23)9-13(26-19(16)17)11-7-5-4-6-8-11/h4-10,18,20-21,24H,1-3H3/t18-,20-,21+/m1/s1

AuxInfo 1/0/N:20,21,22,1,2,3,4,5,13,6,7,15,14,12,10,8,9,16,11,17,18,19,23,27,28,24,25,26/E:(1,2)(5,6)(7,8)/rA:48cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d6s9;s8d9;s6d8;;s7d13;s8s13;s9;s16;s16;s17;s19;s19;;d15;s11s14;s10s18;s18s19;s17;s12s22;s1;s2;s3;s4;s5;s6;s13;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.866,6.5104,0;0,2.0104,0;0,5.0104,0;-1.7321,5.0104,0;-1.7321,6.0104,0;-.866,4.5104,0;0,6.0104,0;.866,3.5104,0;0,3.0104,0;.866,4.5104,0;-2.6831,4.7014,0;-3.2709,3.8924,0;-3.2709,5.5104,0;-4.2219,4.2014,0;-4.5858,2.4896,0;-5.2165,4.3059,0;1.5155,7.8854,0;1.7321,5.0104,0;-.866,3.5104,0;-2.6831,6.3194,0;-4.222,5.2014,0;-2.4049,3.3924,0;1.5155,6.8854,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.866,7.0104,0;1.299,3.2604,0;-2.3892,4.2969,0;-3.4743,3.4356,0;-3.5648,5.9149,0;-4.0967,2.3857,0;-5.0749,2.5936,0;-4.6897,2.0005,0;-5.2687,3.8086,0;-5.1642,4.8032,0;-5.7137,4.3582,0;2.0155,7.8854,0;1.0155,7.8854,0;1.5155,8.3854,0;-2.4049,2.8924,0;

Duplicates ChEBI184897

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184897.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184897.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184897.sdf

Formula	C₂₂H₂₀O₆
MW	380.4
InChIKey	LWPLUSZMJGIFAR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.48
logP	3.4404
PSA	78.13
MR	103.155
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-166.89496
PM7_Total_Energy_ev	-4742.53989
PM7_Electronic_Energy_ev	-39216.80351
PM7_Dipole_Debye	4.60934
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.661
PM7_LUMO_Energy_ev	-0.915
PM7_COSMO_Area_square_ang	364.98
PM7_COSMO_Volue_cubic_ang	430.84
PM7_Electron_Affinity_ev	0.915
PM7_Ionization_Energy_ev	9.661
PM7_Energy_Gap_ev	8.746
PM7_Global_Hardness_ev	4.373
PM7_Global_Softness_ev	0.228675966155957
PM7_Chemical_Potential_ev	-5.288
PM7_Electronigativity_ev	5.288
PM7_Back_Donation_Energy_ev	-1.09325
PM7_Electrophilicity_ev	3.1972266178824604
OPENEYE_Name	(12~{S},15~{R},16~{R})-15-hydroxy-8-methoxy-14,14-dimethyl-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.0^{2,7}.0^{12,16}]hexadeca-1,4,7,9-tetraen-6-one
SMILES	c1ccc(cc1)c2cc(=O)c3c(o2)c4c(cc3OC)OC5C4C(C(O5)(C)C)O
Canonical_SMILES	COc1cc2O[C@@H]3[C@H](c2c2c1c(=O)cc(o2)c1ccccc1)[C@H](C(O3)(C)C)O
InChI	1/C22H20O6/c1-22(2)20(24)18-17-15(27-21(18)28-22)10-14(25-3)16-12(23)9-13(26-19(16)17)11-7-5-4-6-8-11/h4-10,18,20-21,24H,1-3H3
InChI_3D	1S/C22H20O6/c1-22(2)20(24)18-17-15(27-21(18)28-22)10-14(25-3)16-12(23)9-13(26-19(16)17)11-7-5-4-6-8-11/h4-10,18,20-21,24H,1-3H3/t18-,20-,21+/m1/s1
AuxInfo	1/0/N:20,21,22,1,2,3,4,5,13,6,7,15,14,12,10,8,9,16,11,17,18,19,23,27,28,24,25,26/E:(1,2)(5,6)(7,8)/rA:48cCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;;d6s9;s8d9;s6d8;;s7d13;s8s13;s9;s16;s16;s17;s19;s19;;d15;s11s14;s10s18;s18s19;s17;s12s22;s1;s2;s3;s4;s5;s6;s13;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s27;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.866,6.5104,0;0,2.0104,0;0,5.0104,0;-1.7321,5.0104,0;-1.7321,6.0104,0;-.866,4.5104,0;0,6.0104,0;.866,3.5104,0;0,3.0104,0;.866,4.5104,0;-2.6831,4.7014,0;-3.2709,3.8924,0;-3.2709,5.5104,0;-4.2219,4.2014,0;-4.5858,2.4896,0;-5.2165,4.3059,0;1.5155,7.8854,0;1.7321,5.0104,0;-.866,3.5104,0;-2.6831,6.3194,0;-4.222,5.2014,0;-2.4049,3.3924,0;1.5155,6.8854,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.866,7.0104,0;1.299,3.2604,0;-2.3892,4.2969,0;-3.4743,3.4356,0;-3.5648,5.9149,0;-4.0967,2.3857,0;-5.0749,2.5936,0;-4.6897,2.0005,0;-5.2687,3.8086,0;-5.1642,4.8032,0;-5.7137,4.3582,0;2.0155,7.8854,0;1.0155,7.8854,0;1.5155,8.3854,0;-2.4049,2.8924,0;
Duplicates	ChEBI184897
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184897.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184897.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184897.sdf