CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2258 (512)

Formula C₂₅H₃₂O₁₄

MW 556.52

InChIKey WXNZYXJASJZABT-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 73

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 14

HB_Donor 0

HB_Acceptor 6

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP 0.03

logP 0.3406

PSA 176.26

MR 125.353

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -588.00488

PM7_Total_Energy_ev -7637.91428

PM7_Electronic_Energy_ev -74212.00982

PM7_Dipole_Debye 4.3168

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.938

PM7_LUMO_Energy_ev -0.303

PM7_COSMO_Area_square_ang 515.93

PM7_COSMO_Volue_cubic_ang 645.17

PM7_Electron_Affinity_ev 0.303

PM7_Ionization_Energy_ev 9.938

PM7_Energy_Gap_ev 9.635

PM7_Global_Hardness_ev 4.8175

PM7_Global_Softness_ev 0.2075765438505449

PM7_Chemical_Potential_ev -5.1205

PM7_Electronigativity_ev 5.1205

PM7_Back_Donation_Energy_ev -1.204375

PM7_Electrophilicity_ev 2.7212786974571874

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

SMILES C1=C(C2CC(=O)C(C2C(O1)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C(=O)OC

Canonical_SMILES COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC(=O)[C@@H]2C)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/C25H32O14/c1-10-17(30)7-15-16(23(31)32-6)8-34-24(19(10)15)39-25-22(37-14(5)29)21(36-13(4)28)20(35-12(3)27)18(38-25)9-33-11(2)26/h8,10,15,18-22,24-25H,7,9H2,1-6H3

InChI_3D 1S/C25H32O14/c1-10-17(30)7-15-16(23(31)32-6)8-34-24(19(10)15)39-25-22(37-14(5)29)21(36-13(4)28)20(35-12(3)27)18(38-25)9-33-11(2)26/h8,10,15,18-22,24-25H,7,9H2,1-6H3/t10-,15+,18+,19+,20+,21-,22+,24-,25-/m0/s1

AuxInfo 1/0/N:23,22,20,19,21,24,9,1,25,11,8,6,5,7,10,2,3,16,12,14,13,15,4,17,18,31,29,28,30,26,27,34,38,32,36,35,37,33,39/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s2;;;;;s3;s2s9;s3;s10s11;;s13;s13;s14;s12;s15;s5;s6;s7;s8;s11;;s16;d3;d4;d5;d6;d7;d8;s1s17;s16s18;s4s24;s5s13;s6s14;s7s15;s8s25;s17s18;s1;s9;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;/rC:;.868,-.4979,0;3.2858,.5022,0;.8674,-1.4979,0;-3.6654,4.9913,0;-1.236,7.3225,0;-2.8684,1.7149,0;2.3418,7.3237,0;2.6938,-.3126,0;1.736,-.0013,0;2.6938,1.3168,0;1.736,1.0058,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;-4.6494,4.8129,0;-1.8847,8.0835,0;-3.2058,.7736,0;2.6764,8.2661,0;4.2093,2.1918,0;1.7326,-2.9984,0;1.0237,6.2,0;4.2858,.5023,0;.0011,-1.9974,0;-3.328,5.9327,0;-.2526,7.5038,0;-3.515,2.4778,0;2.9906,6.5628,0;0,1.0058,0;.4499,3.5458,0;1.7332,-1.9984,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;1.3584,7.1424,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.4905,1.7736,0;2.1405,.7119,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.9313,4.4689,0;1.1901,1.8961,0;-.7404,2.659,0;-4.7386,5.3048,0;-4.5601,4.3209,0;-5.1413,4.7236,0;-1.5042,8.4079,0;-2.2652,7.7591,0;-2.2091,8.464,0;-3.6765,.9423,0;-2.7351,.6049,0;-3.3745,.3029,0;3.1476,8.0988,0;2.2053,8.4334,0;2.8438,8.7372,0;3.9593,2.6248,0;4.4593,1.7588,0;4.6423,2.4418,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;1.4949,6.0327,0;.5526,6.3673,0;

Duplicates ChEBI2258

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2258.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2258.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2258.sdf

Formula	C₂₅H₃₂O₁₄
MW	556.52
InChIKey	WXNZYXJASJZABT-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	73
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	14
HB_Donor	0
HB_Acceptor	6
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	0.03
logP	0.3406
PSA	176.26
MR	125.353
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-588.00488
PM7_Total_Energy_ev	-7637.91428
PM7_Electronic_Energy_ev	-74212.00982
PM7_Dipole_Debye	4.3168
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.938
PM7_LUMO_Energy_ev	-0.303
PM7_COSMO_Area_square_ang	515.93
PM7_COSMO_Volue_cubic_ang	645.17
PM7_Electron_Affinity_ev	0.303
PM7_Ionization_Energy_ev	9.938
PM7_Energy_Gap_ev	9.635
PM7_Global_Hardness_ev	4.8175
PM7_Global_Softness_ev	0.2075765438505449
PM7_Chemical_Potential_ev	-5.1205
PM7_Electronigativity_ev	5.1205
PM7_Back_Donation_Energy_ev	-1.204375
PM7_Electrophilicity_ev	2.7212786974571874
OPENEYE_Name	methyl (1~{S},4~{a}~{S},7~{R},7~{a}~{S})-7-methyl-6-oxo-1-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydropyran-2-yl]oxy-4~{a},5,7,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-4-carboxylate
SMILES	C1=C(C2CC(=O)C(C2C(O1)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C(=O)OC
Canonical_SMILES	COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC(=O)[C@@H]2C)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/C25H32O14/c1-10-17(30)7-15-16(23(31)32-6)8-34-24(19(10)15)39-25-22(37-14(5)29)21(36-13(4)28)20(35-12(3)27)18(38-25)9-33-11(2)26/h8,10,15,18-22,24-25H,7,9H2,1-6H3
InChI_3D	1S/C25H32O14/c1-10-17(30)7-15-16(23(31)32-6)8-34-24(19(10)15)39-25-22(37-14(5)29)21(36-13(4)28)20(35-12(3)27)18(38-25)9-33-11(2)26/h8,10,15,18-22,24-25H,7,9H2,1-6H3/t10-,15+,18+,19+,20+,21-,22+,24-,25-/m0/s1
AuxInfo	1/0/N:23,22,20,19,21,24,9,1,25,11,8,6,5,7,10,2,3,16,12,14,13,15,4,17,18,31,29,28,30,26,27,34,38,32,36,35,37,33,39/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s2;;;;;s3;s2s9;s3;s10s11;;s13;s13;s14;s12;s15;s5;s6;s7;s8;s11;;s16;d3;d4;d5;d6;d7;d8;s1s17;s16s18;s4s24;s5s13;s6s14;s7s15;s8s25;s17s18;s1;s9;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;/rC:;.868,-.4979,0;3.2858,.5022,0;.8674,-1.4979,0;-3.6654,4.9913,0;-1.236,7.3225,0;-2.8684,1.7149,0;2.3418,7.3237,0;2.6938,-.3126,0;1.736,-.0013,0;2.6938,1.3168,0;1.736,1.0058,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;-4.6494,4.8129,0;-1.8847,8.0835,0;-3.2058,.7736,0;2.6764,8.2661,0;4.2093,2.1918,0;1.7326,-2.9984,0;1.0237,6.2,0;4.2858,.5023,0;.0011,-1.9974,0;-3.328,5.9327,0;-.2526,7.5038,0;-3.515,2.4778,0;2.9906,6.5628,0;0,1.0058,0;.4499,3.5458,0;1.7332,-1.9984,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;1.3584,7.1424,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.4905,1.7736,0;2.1405,.7119,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.9313,4.4689,0;1.1901,1.8961,0;-.7404,2.659,0;-4.7386,5.3048,0;-4.5601,4.3209,0;-5.1413,4.7236,0;-1.5042,8.4079,0;-2.2652,7.7591,0;-2.2091,8.464,0;-3.6765,.9423,0;-2.7351,.6049,0;-3.3745,.3029,0;3.1476,8.0988,0;2.2053,8.4334,0;2.8438,8.7372,0;3.9593,2.6248,0;4.4593,1.7588,0;4.6423,2.4418,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;1.4949,6.0327,0;.5526,6.3673,0;
Duplicates	ChEBI2258
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2258.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2258.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2258.sdf