CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9115 (4099)

Formula C₂₅H₂₈O₁₁

MW 504.49

InChIKey ZZKFDOQILIXHHH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 6

Number_Bonds 69

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 11

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -0.14

logP -0.2173

PSA 154.89

MR 116.724

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -388.63495

PM7_Total_Energy_ev -6695.30721

PM7_Electronic_Energy_ev -66742.35631

PM7_Dipole_Debye 6.16975

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.802

PM7_LUMO_Energy_ev -1.213

PM7_COSMO_Area_square_ang 417.87

PM7_COSMO_Volue_cubic_ang 550.78

PM7_Electron_Affinity_ev 1.213

PM7_Ionization_Energy_ev 9.802

PM7_Energy_Gap_ev 8.589

PM7_Global_Hardness_ev 4.2945

PM7_Global_Softness_ev 0.23285597857724996

PM7_Chemical_Potential_ev -5.5075

PM7_Electronigativity_ev 5.5075

PM7_Back_Donation_Energy_ev -1.073625

PM7_Electrophilicity_ev 3.531558534171615

OPENEYE_Name methyl (1~{S},2~{R},3~{R},4~{S},5~{S},8~{R},9~{S},10~{R},13~{R},15~{S},16~{S})-10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.0^{2,8}.0^{5,9}.0^{8,13}.0^{17,21}]docosa-17,21-diene-5-carboxylate

SMILES C1=C2C(=CC3(C(C2C)CC4C56C3C(C(C(C5C(C(=O)O4)OC(=O)C)(OC6)C(=O)OC)O)O)C)OC1=O

Canonical_SMILES COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)C=C1OC(=O)C=C1[C@H]2C

InChI 1/C25H28O11/c1-9-11-5-15(27)35-13(11)7-23(3)12(9)6-14-24-8-33-25(22(31)32-4,20(29)16(28)18(23)24)19(24)17(21(30)36-14)34-10(2)26/h5,7,9,12,14,16-20,28-29H,6,8H2,1-4H3

InChI_3D 1S/C25H28O11/c1-9-11-5-15(27)35-13(11)7-23(3)12(9)6-14-24-8-33-25(22(31)32-4,20(29)16(28)18(23)24)19(24)17(21(30)36-14)34-10(2)26/h5,7,9,12,14,16-20,28-29H,6,8H2,1-4H3/t9-,12+,14-,16-,17-,18-,19-,20+,23+,24-,25+/m1/s1

AuxInfo 1/0/N:23,22,24,25,1,9,2,10,11,8,3,13,4,16,5,17,12,15,14,18,6,7,19,21,20,29,26,33,34,27,28,35,32,36,30,31/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;;;;;;s3;s6;s9s11;s12;;s9;s15;s17;s2s13s15;s7s14s18;s10s14s15s16;s8;s11;s19;;d5;d6;d7;d8;s4s5;s6s16;s10s20;s17;s18;s7s25;s8s12;s1;s2;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s33;s34;/rC:;.3955,-2.5334,0;-.309,-.9511,0;.5,-1.5388,0;1,0,0;-3.3632,-5.1548,0;-.6226,-6.7371,0;-3.5711,-7.9286,0;-2.2406,-2.7591,0;-.558,-4.1334,0;-1.2226,-1.3578,0;-2.5542,-5.7426,0;-1.3271,-2.3523,0;-1.6407,-5.3359,0;-.9362,-3.7536,0;-2.3452,-3.7536,0;-.0226,-4.1603,0;.0819,-5.1548,0;-.5181,-2.9401,0;-.7271,-5.7426,0;-1.5361,-4.3414,0;-4.2905,-8.6232,0;-1.4645,-.3875,0;-.4135,-1.9456,0;.3955,-8.1384,0;1.5878,.809,0;-4.2768,-5.5616,0;-1.4316,-7.3249,0;-2.6099,-8.2042,0;1.309,-.9511,0;-3.2587,-4.1603,0;-.058,-4.9995,0;1.7231,-4.2824,0;.5203,-6.0536,0;.2909,-7.1439,0;-3.8131,-6.9583,0;-.2939,.4045,0;.8,-2.8273,0;-2.7394,-2.7939,0;-2.3616,-2.2739,0;-.7125,-3.6579,0;-.1012,-3.9301,0;-1.7213,-1.3927,0;-2.2746,-6.1571,0;-1.3794,-2.8496,0;-2.0452,-5.042,0;-1.393,-3.5502,0;-1.8884,-3.5502,0;.0983,-3.6752,0;.5625,-5.017,0;-3.9432,-8.9829,0;-4.6378,-8.2636,0;-4.6502,-8.9706,0;-1.9496,-.5085,0;-.9793,-.2665,0;-1.5854,.0977,0;.0837,-1.9978,0;-.9108,-1.8933,0;-.3613,-1.4483,0;-.1018,-8.1907,0;.8927,-8.0861,0;.4477,-8.6357,0;2.0027,-3.8679,0;1.019,-6.0885,0;

Duplicates ChEBI9115

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9115.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9115.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9115.sdf

Formula	C₂₅H₂₈O₁₁
MW	504.49
InChIKey	ZZKFDOQILIXHHH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	6
Number_Bonds	69
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	11
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-0.14
logP	-0.2173
PSA	154.89
MR	116.724
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-388.63495
PM7_Total_Energy_ev	-6695.30721
PM7_Electronic_Energy_ev	-66742.35631
PM7_Dipole_Debye	6.16975
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.802
PM7_LUMO_Energy_ev	-1.213
PM7_COSMO_Area_square_ang	417.87
PM7_COSMO_Volue_cubic_ang	550.78
PM7_Electron_Affinity_ev	1.213
PM7_Ionization_Energy_ev	9.802
PM7_Energy_Gap_ev	8.589
PM7_Global_Hardness_ev	4.2945
PM7_Global_Softness_ev	0.23285597857724996
PM7_Chemical_Potential_ev	-5.5075
PM7_Electronigativity_ev	5.5075
PM7_Back_Donation_Energy_ev	-1.073625
PM7_Electrophilicity_ev	3.531558534171615
OPENEYE_Name	methyl (1~{S},2~{R},3~{R},4~{S},5~{S},8~{R},9~{S},10~{R},13~{R},15~{S},16~{S})-10-acetoxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.0^{2,8}.0^{5,9}.0^{8,13}.0^{17,21}]docosa-17,21-diene-5-carboxylate
SMILES	C1=C2C(=CC3(C(C2C)CC4C56C3C(C(C(C5C(C(=O)O4)OC(=O)C)(OC6)C(=O)OC)O)O)C)OC1=O
Canonical_SMILES	COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)C=C1OC(=O)C=C1[C@H]2C
InChI	1/C25H28O11/c1-9-11-5-15(27)35-13(11)7-23(3)12(9)6-14-24-8-33-25(22(31)32-4,20(29)16(28)18(23)24)19(24)17(21(30)36-14)34-10(2)26/h5,7,9,12,14,16-20,28-29H,6,8H2,1-4H3
InChI_3D	1S/C25H28O11/c1-9-11-5-15(27)35-13(11)7-23(3)12(9)6-14-24-8-33-25(22(31)32-4,20(29)16(28)18(23)24)19(24)17(21(30)36-14)34-10(2)26/h5,7,9,12,14,16-20,28-29H,6,8H2,1-4H3/t9-,12+,14-,16-,17-,18-,19-,20+,23+,24-,25+/m1/s1
AuxInfo	1/0/N:23,22,24,25,1,9,2,10,11,8,3,13,4,16,5,17,12,15,14,18,6,7,19,21,20,29,26,33,34,27,28,35,32,36,30,31/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;;;;;;s3;s6;s9s11;s12;;s9;s15;s17;s2s13s15;s7s14s18;s10s14s15s16;s8;s11;s19;;d5;d6;d7;d8;s4s5;s6s16;s10s20;s17;s18;s7s25;s8s12;s1;s2;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s33;s34;/rC:;.3955,-2.5334,0;-.309,-.9511,0;.5,-1.5388,0;1,0,0;-3.3632,-5.1548,0;-.6226,-6.7371,0;-3.5711,-7.9286,0;-2.2406,-2.7591,0;-.558,-4.1334,0;-1.2226,-1.3578,0;-2.5542,-5.7426,0;-1.3271,-2.3523,0;-1.6407,-5.3359,0;-.9362,-3.7536,0;-2.3452,-3.7536,0;-.0226,-4.1603,0;.0819,-5.1548,0;-.5181,-2.9401,0;-.7271,-5.7426,0;-1.5361,-4.3414,0;-4.2905,-8.6232,0;-1.4645,-.3875,0;-.4135,-1.9456,0;.3955,-8.1384,0;1.5878,.809,0;-4.2768,-5.5616,0;-1.4316,-7.3249,0;-2.6099,-8.2042,0;1.309,-.9511,0;-3.2587,-4.1603,0;-.058,-4.9995,0;1.7231,-4.2824,0;.5203,-6.0536,0;.2909,-7.1439,0;-3.8131,-6.9583,0;-.2939,.4045,0;.8,-2.8273,0;-2.7394,-2.7939,0;-2.3616,-2.2739,0;-.7125,-3.6579,0;-.1012,-3.9301,0;-1.7213,-1.3927,0;-2.2746,-6.1571,0;-1.3794,-2.8496,0;-2.0452,-5.042,0;-1.393,-3.5502,0;-1.8884,-3.5502,0;.0983,-3.6752,0;.5625,-5.017,0;-3.9432,-8.9829,0;-4.6378,-8.2636,0;-4.6502,-8.9706,0;-1.9496,-.5085,0;-.9793,-.2665,0;-1.5854,.0977,0;.0837,-1.9978,0;-.9108,-1.8933,0;-.3613,-1.4483,0;-.1018,-8.1907,0;.8927,-8.0861,0;.4477,-8.6357,0;2.0027,-3.8679,0;1.019,-6.0885,0;
Duplicates	ChEBI9115
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9115.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9115.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9115.sdf