CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185627 (100235)

Formula C₂₇H₃₆O₉

MW 504.58

InChIKey LHIPZWGSDUHLAW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 36

Number_Rings 1

Number_Bonds 72

Rotat_Bonds 19

Unbranched_Chain 9

Chiral_Centers 2

ONatoms 9

HB_Donor 0

HB_Acceptor 5

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 3.52

logP 3.8645

PSA 122.27

MR 133.271

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -363.74834

PM7_Total_Energy_ev -6460.01746

PM7_Electronic_Energy_ev -63189.50973

PM7_Dipole_Debye 4.07897

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.655

PM7_LUMO_Energy_ev -0.874

PM7_COSMO_Area_square_ang 482.23

PM7_COSMO_Volue_cubic_ang 657.55

PM7_Electron_Affinity_ev 0.874

PM7_Ionization_Energy_ev 9.655

PM7_Energy_Gap_ev 8.781

PM7_Global_Hardness_ev 4.3905

PM7_Global_Softness_ev 0.2277644915157727

PM7_Chemical_Potential_ev -5.2645

PM7_Electronigativity_ev 5.2645

PM7_Back_Donation_Energy_ev -1.097625

PM7_Electrophilicity_ev 3.1562419143605513

OPENEYE_Name methyl (~{Z},4~{R},7~{E})-4-acetoxy-7-[(2~{S})-2-acetoxy-2-[(~{Z})-8-acetoxyoct-2-enyl]-5-oxo-cyclopent-3-en-1-ylidene]hept-5-enoate

SMILES C1=CC(C(=CC=CC(CCC(=O)OC)OC(=O)C)C1=O)(CC=CCCCCCOC(=O)C)OC(=O)C

Canonical_SMILES COC(=O)CC[C@@H](OC(=O)C)/C=CC=C1/C(=O)C=C[C@]1(C/C=CCCCCCOC(=O)C)OC(=O)C

InChI 1/C27H36O9/c1-20(28)34-19-10-8-6-5-7-9-17-27(36-22(3)30)18-16-25(31)24(27)13-11-12-23(35-21(2)29)14-15-26(32)33-4/h7,9,11-13,16,18,23H,5-6,8,10,14-15,17,19H2,1-4H3

InChI_3D 1S/C27H36O9/c1-20(28)34-19-10-8-6-5-7-9-17-27(36-22(3)30)18-16-25(31)24(27)13-11-12-23(35-21(2)29)14-15-26(32)33-4/h7,9,11-13,16,18,23H,5-6,8,10,14-15,17,19H2,1-4H3/b9-7-,12-11-,24-13-/t23-,27-/m0/s1

AuxInfo 1/0/N:16,17,15,18,20,22,9,24,8,25,6,7,5,23,21,1,19,2,26,11,12,10,27,4,3,13,14,30,31,29,28,32,34,35,36,33/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;w4;s5;w6;;w8;;;;;s2s4;s10;s11;s12;;s8s14;s9;s13;s20;s21;s22;s24;s25;s7s23;d3;d10;d11;d12;d13;s10s14;s13s18;s11s26;s12s27;s1;s2;s5;s6;s7;s8;s9;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;/rC:;1.0014,0,0;-.3065,.9519,0;.5007,1.5426,0;.4992,2.5426,0;-.3676,3.0413,0;-.3691,4.0413,0;2.3148,2.6829,0;1.8157,3.5495,0;3.7206,.8239,0;6.6432,.9106,0;.2627,5.4083,0;-3.8363,6.036,0;1.3131,.9519,0;4.6335,.4157,0;7.5087,.4098,0;.7614,6.2751,0;-5.5683,6.0333,0;1.814,1.8174,0;2.3166,4.415,0;-2.9695,5.5373,0;3.1821,3.9141,0;-2.1027,5.0386,0;4.0476,3.4132,0;4.9132,2.9124,0;5.7787,2.4115,0;-1.2359,4.5399,0;-1.2577,1.2606,0;3.6177,1.8186,0;5.7767,.4115,0;.7641,4.543,0;-3.8378,7.036,0;2.9106,.2375,0;-4.7016,5.5347,0;6.6442,1.9106,0;-.7373,5.4067,0;-.2944,-.4041,0;1.2948,-.4048,0;.9318,2.7933,0;-.8002,2.7906,0;.0635,4.2919,0;2.8148,2.6824,0;1.3157,3.55,0;4.8376,.8721,0;4.4294,-.0407,0;5.0899,.2116,0;7.2583,-.023,0;7.7591,.8425,0;7.9415,.1593,0;.328,6.5244,0;1.0108,6.7084,0;1.1948,6.0257,0;-5.8177,5.5999,0;-5.319,6.4667,0;-6.0017,6.2827,0;2.2467,1.567,0;1.3812,2.0679,0;2.567,4.8478,0;1.8838,4.6654,0;-3.2188,5.1039,0;-2.7202,5.9707,0;2.9317,3.4814,0;3.4325,4.3469,0;-2.3521,4.6052,0;-1.8534,5.472,0;3.7972,2.9805,0;4.2981,3.846,0;4.6627,2.4796,0;5.1636,3.3451,0;5.5282,1.9787,0;6.0291,2.8443,0;-1.4853,4.1066,0;

Duplicates ChEBI185627

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185627.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185627.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185627.sdf

Formula	C₂₇H₃₆O₉
MW	504.58
InChIKey	LHIPZWGSDUHLAW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	36
Number_Rings	1
Number_Bonds	72
Rotat_Bonds	19
Unbranched_Chain	9
Chiral_Centers	2
ONatoms	9
HB_Donor	0
HB_Acceptor	5
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	3.52
logP	3.8645
PSA	122.27
MR	133.271
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-363.74834
PM7_Total_Energy_ev	-6460.01746
PM7_Electronic_Energy_ev	-63189.50973
PM7_Dipole_Debye	4.07897
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.655
PM7_LUMO_Energy_ev	-0.874
PM7_COSMO_Area_square_ang	482.23
PM7_COSMO_Volue_cubic_ang	657.55
PM7_Electron_Affinity_ev	0.874
PM7_Ionization_Energy_ev	9.655
PM7_Energy_Gap_ev	8.781
PM7_Global_Hardness_ev	4.3905
PM7_Global_Softness_ev	0.2277644915157727
PM7_Chemical_Potential_ev	-5.2645
PM7_Electronigativity_ev	5.2645
PM7_Back_Donation_Energy_ev	-1.097625
PM7_Electrophilicity_ev	3.1562419143605513
OPENEYE_Name	methyl (~{Z},4~{R},7~{E})-4-acetoxy-7-[(2~{S})-2-acetoxy-2-[(~{Z})-8-acetoxyoct-2-enyl]-5-oxo-cyclopent-3-en-1-ylidene]hept-5-enoate
SMILES	C1=CC(C(=CC=CC(CCC(=O)OC)OC(=O)C)C1=O)(CC=CCCCCCOC(=O)C)OC(=O)C
Canonical_SMILES	COC(=O)CC[C@@H](OC(=O)C)/C=CC=C1/C(=O)C=C[C@]1(C/C=CCCCCCOC(=O)C)OC(=O)C
InChI	1/C27H36O9/c1-20(28)34-19-10-8-6-5-7-9-17-27(36-22(3)30)18-16-25(31)24(27)13-11-12-23(35-21(2)29)14-15-26(32)33-4/h7,9,11-13,16,18,23H,5-6,8,10,14-15,17,19H2,1-4H3
InChI_3D	1S/C27H36O9/c1-20(28)34-19-10-8-6-5-7-9-17-27(36-22(3)30)18-16-25(31)24(27)13-11-12-23(35-21(2)29)14-15-26(32)33-4/h7,9,11-13,16,18,23H,5-6,8,10,14-15,17,19H2,1-4H3/b9-7-,12-11-,24-13-/t23-,27-/m0/s1
AuxInfo	1/0/N:16,17,15,18,20,22,9,24,8,25,6,7,5,23,21,1,19,2,26,11,12,10,27,4,3,13,14,30,31,29,28,32,34,35,36,33/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;w4;s5;w6;;w8;;;;;s2s4;s10;s11;s12;;s8s14;s9;s13;s20;s21;s22;s24;s25;s7s23;d3;d10;d11;d12;d13;s10s14;s13s18;s11s26;s12s27;s1;s2;s5;s6;s7;s8;s9;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;/rC:;1.0014,0,0;-.3065,.9519,0;.5007,1.5426,0;.4992,2.5426,0;-.3676,3.0413,0;-.3691,4.0413,0;2.3148,2.6829,0;1.8157,3.5495,0;3.7206,.8239,0;6.6432,.9106,0;.2627,5.4083,0;-3.8363,6.036,0;1.3131,.9519,0;4.6335,.4157,0;7.5087,.4098,0;.7614,6.2751,0;-5.5683,6.0333,0;1.814,1.8174,0;2.3166,4.415,0;-2.9695,5.5373,0;3.1821,3.9141,0;-2.1027,5.0386,0;4.0476,3.4132,0;4.9132,2.9124,0;5.7787,2.4115,0;-1.2359,4.5399,0;-1.2577,1.2606,0;3.6177,1.8186,0;5.7767,.4115,0;.7641,4.543,0;-3.8378,7.036,0;2.9106,.2375,0;-4.7016,5.5347,0;6.6442,1.9106,0;-.7373,5.4067,0;-.2944,-.4041,0;1.2948,-.4048,0;.9318,2.7933,0;-.8002,2.7906,0;.0635,4.2919,0;2.8148,2.6824,0;1.3157,3.55,0;4.8376,.8721,0;4.4294,-.0407,0;5.0899,.2116,0;7.2583,-.023,0;7.7591,.8425,0;7.9415,.1593,0;.328,6.5244,0;1.0108,6.7084,0;1.1948,6.0257,0;-5.8177,5.5999,0;-5.319,6.4667,0;-6.0017,6.2827,0;2.2467,1.567,0;1.3812,2.0679,0;2.567,4.8478,0;1.8838,4.6654,0;-3.2188,5.1039,0;-2.7202,5.9707,0;2.9317,3.4814,0;3.4325,4.3469,0;-2.3521,4.6052,0;-1.8534,5.472,0;3.7972,2.9805,0;4.2981,3.846,0;4.6627,2.4796,0;5.1636,3.3451,0;5.5282,1.9787,0;6.0291,2.8443,0;-1.4853,4.1066,0;
Duplicates	ChEBI185627
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185627.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185627.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185627.sdf