CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188721 (103017)

Formula C₂₈H₂₀O₉

MW 500.46

InChIKey AFVIOXHQBSKNGE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 37

Number_Rings 6

Number_Bonds 62

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 3.14

logP 2.3085

PSA 124.05

MR 127.97

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -119.69486

PM7_Total_Energy_ev -6360.55829

PM7_Electronic_Energy_ev -54570.08961

PM7_Dipole_Debye 9.29251

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.906

PM7_LUMO_Energy_ev -1.243

PM7_COSMO_Area_square_ang 468.96

PM7_COSMO_Volue_cubic_ang 550.82

PM7_Electron_Affinity_ev 1.243

PM7_Ionization_Energy_ev 8.906

PM7_Energy_Gap_ev 7.663

PM7_Global_Hardness_ev 3.8315

PM7_Global_Softness_ev 0.26099438862064467

PM7_Chemical_Potential_ev -5.0745

PM7_Electronigativity_ev 5.0745

PM7_Back_Donation_Energy_ev -0.957875

PM7_Electrophilicity_ev 3.3603745595719694

OPENEYE_Name [(4~{S},6~{R},9~{E},11~{R},12~{R})-11-hydroxy-4-[(4~{R})-2-oxo-1,3-dioxolan-4-yl]-5-oxatricyclo[8.3.0.0^{4,6}]trideca-1(13),9-dien-2,7-diyn-12-yl] 2-hydroxy-7-methoxy-5-methyl-naphthalene-1-carboxylate

SMILES C1#CC2C(O2)(C#CC3=CC(C(C3=C1)O)OC(=O)c4c5cc(cc(c5ccc4O)C)OC)C6COC(=O)O6

Canonical_SMILES COc1cc(C)c2c(c1)c(C(=O)O[C@@H]1C=C3/C(=CC#C[C@@H]4[C@](C#C3)(O4)[C@H]3COC(=O)O3)/[C@H]1O)c(cc2)O

InChI 1/C28H20O9/c1-14-10-16(33-2)12-19-17(14)6-7-20(29)24(19)26(31)35-21-11-15-8-9-28(23-13-34-27(32)36-23)22(37-28)5-3-4-18(15)25(21)30/h4,6-7,10-12,21-23,25,29-30H,13H2,1-2H3

InChI_3D 1S/C28H20O9/c1-14-10-16(33-2)12-19-17(14)6-7-20(29)24(19)26(31)35-21-11-15-8-9-28(23-13-34-27(32)36-23)22(37-28)5-3-4-18(15)25(21)30/h4,6-7,10-12,21-23,25,29-30H,13H2,1-2H3/b18-4+/t21-,22-,23-,25-,28+/m1/s1

AuxInfo 1/0/N:27,28,1,15,3,5,6,2,4,8,16,7,21,12,17,14,9,18,10,13,23,22,25,11,24,20,19,26,34,35,30,29,36,31,37,32,33/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;t1;t2;;d5;;;s5;d7s9;s10;s8d9;s6d11;s7d8;s1;;s2d16;w15s17;;s11;;s3;s16;s18s23;s21;s4s22s25;s12;;d19;d20;s19s21;s19s25;s22s26;s13;s24;s14s28;s20s23;s5;s6;s7;s8;s15;s16;s21;s21;s22;s23;s24;s25;s27;s27;s27;s28;s28;s28;s34;s35;/rC:-2.4527,4.6573,0;-2.9488,1.821,0;-1.5126,4.3166,0;-1.9488,1.8224,0;-8.7739,-.341,0;-7.7834,-.4817,0;-8.9059,2.31,0;-10.5232,1.6555,0;-9.1537,.5859,0;-8.5346,1.3785,0;-7.5379,1.2457,0;-10.144,.725,0;-7.1653,.3117,0;-9.9041,2.4481,0;-3.3919,4.314,0;-4.598,1.992,0;-3.7157,2.4627,0;-3.8907,3.4472,0;1.3131,.9519,0;-6.9233,2.0345,0;;-1.0113,3.4513,0;-5.3183,2.6856,0;-4.8812,3.585,0;-.3065,.9519,0;-1.1836,2.4662,0;-10.7585,-.064,0;-9.665,4.1636,0;2.2646,1.2597,0;-7.2992,2.9612,0;1.0014,0,0;.5007,1.5426,0;-.2444,2.8096,0;-6.1752,.1711,0;-6.5265,4.1813,0;-10.2797,3.3749,0;-5.9329,1.8968,0;-9.0811,-.7355,0;-7.5961,-.9453,0;-8.5976,2.7036,0;-11.0184,1.7244,0;-3.7139,4.6965,0;-4.6669,1.4967,0;.0518,-.4973,0;-.4893,-.1031,0;-.6288,3.7732,0;-5.7427,2.95,0;-4.7609,4.0703,0;-.7634,.7488,0;-11.153,.2432,0;-11.0657,-.4585,0;-10.364,-.3712,0;-9.2706,3.8562,0;-10.0593,4.471,0;-9.3576,4.5579,0;-5.9886,-.2928,0;-6.614,4.6735,0;

Duplicates ChEBI188721

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188721.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188721.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188721.sdf

Formula	C₂₈H₂₀O₉
MW	500.46
InChIKey	AFVIOXHQBSKNGE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	37
Number_Rings	6
Number_Bonds	62
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	3.14
logP	2.3085
PSA	124.05
MR	127.97
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-119.69486
PM7_Total_Energy_ev	-6360.55829
PM7_Electronic_Energy_ev	-54570.08961
PM7_Dipole_Debye	9.29251
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.906
PM7_LUMO_Energy_ev	-1.243
PM7_COSMO_Area_square_ang	468.96
PM7_COSMO_Volue_cubic_ang	550.82
PM7_Electron_Affinity_ev	1.243
PM7_Ionization_Energy_ev	8.906
PM7_Energy_Gap_ev	7.663
PM7_Global_Hardness_ev	3.8315
PM7_Global_Softness_ev	0.26099438862064467
PM7_Chemical_Potential_ev	-5.0745
PM7_Electronigativity_ev	5.0745
PM7_Back_Donation_Energy_ev	-0.957875
PM7_Electrophilicity_ev	3.3603745595719694
OPENEYE_Name	[(4~{S},6~{R},9~{E},11~{R},12~{R})-11-hydroxy-4-[(4~{R})-2-oxo-1,3-dioxolan-4-yl]-5-oxatricyclo[8.3.0.0^{4,6}]trideca-1(13),9-dien-2,7-diyn-12-yl] 2-hydroxy-7-methoxy-5-methyl-naphthalene-1-carboxylate
SMILES	C1#CC2C(O2)(C#CC3=CC(C(C3=C1)O)OC(=O)c4c5cc(cc(c5ccc4O)C)OC)C6COC(=O)O6
Canonical_SMILES	COc1cc(C)c2c(c1)c(C(=O)O[C@@H]1C=C3/C(=CC#C[C@@H]4[C@](C#C3)(O4)[C@H]3COC(=O)O3)/[C@H]1O)c(cc2)O
InChI	1/C28H20O9/c1-14-10-16(33-2)12-19-17(14)6-7-20(29)24(19)26(31)35-21-11-15-8-9-28(23-13-34-27(32)36-23)22(37-28)5-3-4-18(15)25(21)30/h4,6-7,10-12,21-23,25,29-30H,13H2,1-2H3
InChI_3D	1S/C28H20O9/c1-14-10-16(33-2)12-19-17(14)6-7-20(29)24(19)26(31)35-21-11-15-8-9-28(23-13-34-27(32)36-23)22(37-28)5-3-4-18(15)25(21)30/h4,6-7,10-12,21-23,25,29-30H,13H2,1-2H3/b18-4+/t21-,22-,23-,25-,28+/m1/s1
AuxInfo	1/0/N:27,28,1,15,3,5,6,2,4,8,16,7,21,12,17,14,9,18,10,13,23,22,25,11,24,20,19,26,34,35,30,29,36,31,37,32,33/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;t1;t2;;d5;;;s5;d7s9;s10;s8d9;s6d11;s7d8;s1;;s2d16;w15s17;;s11;;s3;s16;s18s23;s21;s4s22s25;s12;;d19;d20;s19s21;s19s25;s22s26;s13;s24;s14s28;s20s23;s5;s6;s7;s8;s15;s16;s21;s21;s22;s23;s24;s25;s27;s27;s27;s28;s28;s28;s34;s35;/rC:-2.4527,4.6573,0;-2.9488,1.821,0;-1.5126,4.3166,0;-1.9488,1.8224,0;-8.7739,-.341,0;-7.7834,-.4817,0;-8.9059,2.31,0;-10.5232,1.6555,0;-9.1537,.5859,0;-8.5346,1.3785,0;-7.5379,1.2457,0;-10.144,.725,0;-7.1653,.3117,0;-9.9041,2.4481,0;-3.3919,4.314,0;-4.598,1.992,0;-3.7157,2.4627,0;-3.8907,3.4472,0;1.3131,.9519,0;-6.9233,2.0345,0;;-1.0113,3.4513,0;-5.3183,2.6856,0;-4.8812,3.585,0;-.3065,.9519,0;-1.1836,2.4662,0;-10.7585,-.064,0;-9.665,4.1636,0;2.2646,1.2597,0;-7.2992,2.9612,0;1.0014,0,0;.5007,1.5426,0;-.2444,2.8096,0;-6.1752,.1711,0;-6.5265,4.1813,0;-10.2797,3.3749,0;-5.9329,1.8968,0;-9.0811,-.7355,0;-7.5961,-.9453,0;-8.5976,2.7036,0;-11.0184,1.7244,0;-3.7139,4.6965,0;-4.6669,1.4967,0;.0518,-.4973,0;-.4893,-.1031,0;-.6288,3.7732,0;-5.7427,2.95,0;-4.7609,4.0703,0;-.7634,.7488,0;-11.153,.2432,0;-11.0657,-.4585,0;-10.364,-.3712,0;-9.2706,3.8562,0;-10.0593,4.471,0;-9.3576,4.5579,0;-5.9886,-.2928,0;-6.614,4.6735,0;
Duplicates	ChEBI188721
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188721.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188721.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188721.sdf