CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2259 (513)

Formula C₂₅H₃₂O₁₃

MW 540.52

InChIKey ZTIZYRTUEIGISK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 38

Number_Rings 3

Number_Bonds 72

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 13

HB_Donor 0

HB_Acceptor 5

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP 0.86

logP 1.0817

PSA 159.19

MR 124.679

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -532.59128

PM7_Total_Energy_ev -7342.01306

PM7_Electronic_Energy_ev -70701.13782

PM7_Dipole_Debye 1.97317

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.73

PM7_LUMO_Energy_ev -0.086

PM7_COSMO_Area_square_ang 518.37

PM7_COSMO_Volue_cubic_ang 627.93

PM7_Electron_Affinity_ev 0.086

PM7_Ionization_Energy_ev 9.73

PM7_Energy_Gap_ev 9.644

PM7_Global_Hardness_ev 4.822

PM7_Global_Softness_ev 0.20738282870178348

PM7_Chemical_Potential_ev -4.908

PM7_Electronigativity_ev 4.908

PM7_Back_Donation_Energy_ev -1.2055

PM7_Electrophilicity_ev 2.497766901700539

OPENEYE_Name methyl (1~{S},4~{a}~{S},7~{a}~{S})-7-methylene-1-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydropyran-2-yl]oxy-4~{a},5,6,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-4-carboxylate

SMILES C1=C(C2CCC(=C)C2C(O1)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC

Canonical_SMILES COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CCC2=C)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C

InChI 1/C25H32O13/c1-11-7-8-16-17(23(30)31-6)9-33-24(19(11)16)38-25-22(36-15(5)29)21(35-14(4)28)20(34-13(3)27)18(37-25)10-32-12(2)26/h9,16,18-22,24-25H,1,7-8,10H2,2-6H3

InChI_3D 1S/C25H32O13/c1-11-7-8-16-17(23(30)31-6)9-33-24(19(11)16)38-25-22(36-15(5)29)21(35-14(4)28)20(34-13(3)27)18(37-25)10-32-12(2)26/h9,16,18-22,24-25H,1,7-8,10H2,2-6H3/t16-,18-,19-,20-,21+,22-,24+,25+/m1/s1

AuxInfo 1/0/N:4,23,21,20,22,24,10,11,1,25,3,9,7,6,8,12,2,17,13,15,14,16,5,18,19,30,28,27,29,26,33,37,31,35,34,36,32,38/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s2;;;;;s3;s10;s2s11;s3s12;;s14;s14;s15;s13;s16;s6;s7;s8;s9;;s17;d5;d6;d7;d8;d9;s1s18;s17s19;s5s24;s6s14;s7s15;s8s16;s9s25;s18s19;s1;s4;s4;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;/rC:;.868,.5079,0;2.6938,-1.3184,0;3.0028,-2.2695,0;.868,2.2579,0;-3.6567,-4.9927,0;-.7363,-6.7458,0;-2.8679,-1.7142,0;2.1036,-6.6039,0;3.2858,-.5036,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.2894,-4.5362,0;-.4265,-5.0416,0;-1.2889,-3.5362,0;.4457,-4.542,0;.868,-1.5037,0;-.4167,-3.0365,0;-3.317,-5.9332,0;-1.3832,-7.5084,0;-3.2077,-.7737,0;2.4406,-7.5454,0;.002,3.7579,0;.7827,-5.4835,0;1.734,2.7579,0;-4.6411,-4.8166,0;.2475,-6.9246,0;-3.5125,-2.4787,0;2.7504,-5.8413,0;0,-1.0058,0;.455,-3.5369,0;.002,2.7579,0;-3.0121,-4.2282,0;-1.0734,-5.8043,0;-1.8835,-1.8903,0;1.1197,-6.425,0;.2256,-2.2701,0;-.4337,.2487,0;3.4918,-2.3735,0;2.6682,-2.641,0;3.6573,-.169,0;3.6574,-.8382,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.4625,-5.0053,0;-.1068,-5.4261,0;-1.7815,-3.6223,0;.9387,-4.4588,0;1.1887,-1.8873,0;-.7376,-2.653,0;-3.7872,-6.1031,0;-2.8467,-5.7633,0;-3.1471,-6.4034,0;-1.7645,-7.185,0;-1.0019,-7.8318,0;-1.7066,-7.8897,0;-3.6779,-.9436,0;-2.7374,-.6039,0;-3.3775,-.3035,0;1.9698,-7.7139,0;2.9113,-7.3769,0;2.6091,-8.0162,0;-.498,3.7579,0;.502,3.7579,0;.002,4.2579,0;1.2535,-5.315,0;.3119,-5.652,0;

Duplicates ChEBI2259

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2259.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2259.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2259.sdf

Formula	C₂₅H₃₂O₁₃
MW	540.52
InChIKey	ZTIZYRTUEIGISK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	38
Number_Rings	3
Number_Bonds	72
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	13
HB_Donor	0
HB_Acceptor	5
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	0.86
logP	1.0817
PSA	159.19
MR	124.679
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-532.59128
PM7_Total_Energy_ev	-7342.01306
PM7_Electronic_Energy_ev	-70701.13782
PM7_Dipole_Debye	1.97317
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.73
PM7_LUMO_Energy_ev	-0.086
PM7_COSMO_Area_square_ang	518.37
PM7_COSMO_Volue_cubic_ang	627.93
PM7_Electron_Affinity_ev	0.086
PM7_Ionization_Energy_ev	9.73
PM7_Energy_Gap_ev	9.644
PM7_Global_Hardness_ev	4.822
PM7_Global_Softness_ev	0.20738282870178348
PM7_Chemical_Potential_ev	-4.908
PM7_Electronigativity_ev	4.908
PM7_Back_Donation_Energy_ev	-1.2055
PM7_Electrophilicity_ev	2.497766901700539
OPENEYE_Name	methyl (1~{S},4~{a}~{S},7~{a}~{S})-7-methylene-1-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydropyran-2-yl]oxy-4~{a},5,6,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-4-carboxylate
SMILES	C1=C(C2CCC(=C)C2C(O1)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
Canonical_SMILES	COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CCC2=C)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI	1/C25H32O13/c1-11-7-8-16-17(23(30)31-6)9-33-24(19(11)16)38-25-22(36-15(5)29)21(35-14(4)28)20(34-13(3)27)18(37-25)10-32-12(2)26/h9,16,18-22,24-25H,1,7-8,10H2,2-6H3
InChI_3D	1S/C25H32O13/c1-11-7-8-16-17(23(30)31-6)9-33-24(19(11)16)38-25-22(36-15(5)29)21(35-14(4)28)20(34-13(3)27)18(37-25)10-32-12(2)26/h9,16,18-22,24-25H,1,7-8,10H2,2-6H3/t16-,18-,19-,20-,21+,22-,24+,25+/m1/s1
AuxInfo	1/0/N:4,23,21,20,22,24,10,11,1,25,3,9,7,6,8,12,2,17,13,15,14,16,5,18,19,30,28,27,29,26,33,37,31,35,34,36,32,38/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s2;;;;;s3;s10;s2s11;s3s12;;s14;s14;s15;s13;s16;s6;s7;s8;s9;;s17;d5;d6;d7;d8;d9;s1s18;s17s19;s5s24;s6s14;s7s15;s8s16;s9s25;s18s19;s1;s4;s4;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;/rC:;.868,.5079,0;2.6938,-1.3184,0;3.0028,-2.2695,0;.868,2.2579,0;-3.6567,-4.9927,0;-.7363,-6.7458,0;-2.8679,-1.7142,0;2.1036,-6.6039,0;3.2858,-.5036,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.2894,-4.5362,0;-.4265,-5.0416,0;-1.2889,-3.5362,0;.4457,-4.542,0;.868,-1.5037,0;-.4167,-3.0365,0;-3.317,-5.9332,0;-1.3832,-7.5084,0;-3.2077,-.7737,0;2.4406,-7.5454,0;.002,3.7579,0;.7827,-5.4835,0;1.734,2.7579,0;-4.6411,-4.8166,0;.2475,-6.9246,0;-3.5125,-2.4787,0;2.7504,-5.8413,0;0,-1.0058,0;.455,-3.5369,0;.002,2.7579,0;-3.0121,-4.2282,0;-1.0734,-5.8043,0;-1.8835,-1.8903,0;1.1197,-6.425,0;.2256,-2.2701,0;-.4337,.2487,0;3.4918,-2.3735,0;2.6682,-2.641,0;3.6573,-.169,0;3.6574,-.8382,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.4625,-5.0053,0;-.1068,-5.4261,0;-1.7815,-3.6223,0;.9387,-4.4588,0;1.1887,-1.8873,0;-.7376,-2.653,0;-3.7872,-6.1031,0;-2.8467,-5.7633,0;-3.1471,-6.4034,0;-1.7645,-7.185,0;-1.0019,-7.8318,0;-1.7066,-7.8897,0;-3.6779,-.9436,0;-2.7374,-.6039,0;-3.3775,-.3035,0;1.9698,-7.7139,0;2.9113,-7.3769,0;2.6091,-8.0162,0;-.498,3.7579,0;.502,3.7579,0;.002,4.2579,0;1.2535,-5.315,0;.3119,-5.652,0;
Duplicates	ChEBI2259
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2259.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2259.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2259.sdf