CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181863 (97247)

Formula C₂₃H₃₆O₁₃

MW 520.53

InChIKey ZZSVMUQQFFDKCD-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 74

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -2.46

logP -2.0764

PSA 201.67

MR 118.693

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -557.54982

PM7_Total_Energy_ev -7150.30069

PM7_Electronic_Energy_ev -66281.19241

PM7_Dipole_Debye 5.26558

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.016

PM7_LUMO_Energy_ev 0.809

PM7_COSMO_Area_square_ang 507.83

PM7_COSMO_Volue_cubic_ang 607.31

PM7_Electron_Affinity_ev -0.809

PM7_Ionization_Energy_ev 9.016

PM7_Energy_Gap_ev 9.825

PM7_Global_Hardness_ev 4.9125

PM7_Global_Softness_ev 0.2035623409669211

PM7_Chemical_Potential_ev -4.1035

PM7_Electronigativity_ev 4.1035

PM7_Back_Donation_Energy_ev -1.228125

PM7_Electrophilicity_ev 1.7138638422391856

OPENEYE_Name [(1~{S},4~{a}~{S},6~{S},7~{R},7~{a}~{S})-7-(acetoxymethyl)-6,7-dihydroxy-4-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]-4~{a},5,6,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-1-yl] 3-methylbutanoate

SMILES C1=C(C2CC(C(C2C(O1)OC(=O)CC(C)C)(COC(=O)C)O)O)COC3C(C(C(C(O3)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OCC2=CO[C@H]([C@H]3[C@@H]2C[C@@H]([C@]3(O)COC(=O)C)O)OC(=O)CC(C)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H36O13/c1-10(2)4-16(27)36-21-17-13(5-15(26)23(17,31)9-34-11(3)25)12(7-32-21)8-33-22-20(30)19(29)18(28)14(6-24)35-22/h7,10,13-15,17-22,24,26,28-31H,4-6,8-9H2,1-3H3

InChI_3D 1S/C23H36O13/c1-10(2)4-16(27)36-21-17-13(5-15(26)23(17,31)9-34-11(3)25)12(7-32-21)8-33-22-20(30)19(29)18(28)14(6-24)35-22/h7,10,13-15,17-22,24,26,28-31H,4-6,8-9H2,1-3H3/t13-,14-,15+,17-,18-,19+,20-,21+,22-,23-/m1/s1

AuxInfo 1/0/N:17,18,16,20,5,21,1,19,22,23,3,2,6,12,8,4,7,10,9,11,13,14,15,33,24,28,25,30,29,31,32,26,36,35,27,34/E:(1,2)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s2s5;s6;s5;;s9;s9;s10;s7;s11;s7s8;s3;;;s2;s4;s12;s15;s17s18s20;d3;d4;s1s13;s12s14;s8;s9;s10;s11;s15;s21;s4s13;s3s22;s14s19;s1;s5;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s28;s29;s30;s31;s32;s33;/rC:;.868,-.4979,0;2.1634,4.6381,0;-.7607,2.1029,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;3.2858,.5022,0;.5708,-5.2077,0;-.4151,-5.0402,0;1.2133,-4.4413,0;-.762,-4.0968,0;.868,1.5137,0;.8663,-3.4979,0;2.6938,1.3168,0;1.7567,5.5517,0;-2.8141,2.9883,0;-2.9346,1.5792,0;.8674,-1.4979,0;-1.405,2.8677,0;-1.8967,-2.7645,0;1.9822,2.9156,0;-2.1698,2.2235,0;3.1579,4.5335,0;-1.1009,1.1626,0;0,1.0058,0;-.1231,-3.3209,0;4.5862,1.6733,0;2.0885,-6.079,0;-.4058,-6.7902,0;2.7267,-3.5627,0;3.5598,1.8168,0;-2.5451,-2.0031,0;.2237,2.2785,0;1.5755,3.8291,0;.8669,-2.4979,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.6574,.1676,0;.4019,-5.6783,0;-.9071,-5.1292,0;1.5352,-4.8239,0;-1.1937,-4.3491,0;1.1901,1.8961,0;1.3586,-3.4104,0;2.2135,5.755,0;1.2999,5.3484,0;1.5534,6.0085,0;-2.4317,3.3104,0;-3.1965,2.6661,0;-3.1362,3.3707,0;-2.6125,1.1968,0;-3.2567,1.9616,0;-3.317,1.2571,0;1.3674,-1.4982,0;.3674,-1.4976,0;-1.7272,3.2501,0;-1.0226,3.1899,0;-2.2774,-3.0887,0;-1.516,-2.4403,0;2.4389,3.1189,0;1.5254,2.7122,0;-1.8477,1.8411,0;5.0617,1.5188,0;2.0897,-6.579,0;-.8375,-7.0425,0;3.1603,-3.8116,0;3.5598,2.3168,0;-3.0368,-2.0936,0;

Duplicates ChEBI181863

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181863.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181863.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181863.sdf

Formula	C₂₃H₃₆O₁₃
MW	520.53
InChIKey	ZZSVMUQQFFDKCD-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	74
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-2.46
logP	-2.0764
PSA	201.67
MR	118.693
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-557.54982
PM7_Total_Energy_ev	-7150.30069
PM7_Electronic_Energy_ev	-66281.19241
PM7_Dipole_Debye	5.26558
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.016
PM7_LUMO_Energy_ev	0.809
PM7_COSMO_Area_square_ang	507.83
PM7_COSMO_Volue_cubic_ang	607.31
PM7_Electron_Affinity_ev	-0.809
PM7_Ionization_Energy_ev	9.016
PM7_Energy_Gap_ev	9.825
PM7_Global_Hardness_ev	4.9125
PM7_Global_Softness_ev	0.2035623409669211
PM7_Chemical_Potential_ev	-4.1035
PM7_Electronigativity_ev	4.1035
PM7_Back_Donation_Energy_ev	-1.228125
PM7_Electrophilicity_ev	1.7138638422391856
OPENEYE_Name	[(1~{S},4~{a}~{S},6~{S},7~{R},7~{a}~{S})-7-(acetoxymethyl)-6,7-dihydroxy-4-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]-4~{a},5,6,7~{a}-tetrahydro-1~{H}-cyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES	C1=C(C2CC(C(C2C(O1)OC(=O)CC(C)C)(COC(=O)C)O)O)COC3C(C(C(C(O3)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OCC2=CO[C@H]([C@H]3[C@@H]2C[C@@H]([C@]3(O)COC(=O)C)O)OC(=O)CC(C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H36O13/c1-10(2)4-16(27)36-21-17-13(5-15(26)23(17,31)9-34-11(3)25)12(7-32-21)8-33-22-20(30)19(29)18(28)14(6-24)35-22/h7,10,13-15,17-22,24,26,28-31H,4-6,8-9H2,1-3H3
InChI_3D	1S/C23H36O13/c1-10(2)4-16(27)36-21-17-13(5-15(26)23(17,31)9-34-11(3)25)12(7-32-21)8-33-22-20(30)19(29)18(28)14(6-24)35-22/h7,10,13-15,17-22,24,26,28-31H,4-6,8-9H2,1-3H3/t13-,14-,15+,17-,18-,19+,20-,21+,22-,23-/m1/s1
AuxInfo	1/0/N:17,18,16,20,5,21,1,19,22,23,3,2,6,12,8,4,7,10,9,11,13,14,15,33,24,28,25,30,29,31,32,26,36,35,27,34/E:(1,2)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s2s5;s6;s5;;s9;s9;s10;s7;s11;s7s8;s3;;;s2;s4;s12;s15;s17s18s20;d3;d4;s1s13;s12s14;s8;s9;s10;s11;s15;s21;s4s13;s3s22;s14s19;s1;s5;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s28;s29;s30;s31;s32;s33;/rC:;.868,-.4979,0;2.1634,4.6381,0;-.7607,2.1029,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;3.2858,.5022,0;.5708,-5.2077,0;-.4151,-5.0402,0;1.2133,-4.4413,0;-.762,-4.0968,0;.868,1.5137,0;.8663,-3.4979,0;2.6938,1.3168,0;1.7567,5.5517,0;-2.8141,2.9883,0;-2.9346,1.5792,0;.8674,-1.4979,0;-1.405,2.8677,0;-1.8967,-2.7645,0;1.9822,2.9156,0;-2.1698,2.2235,0;3.1579,4.5335,0;-1.1009,1.1626,0;0,1.0058,0;-.1231,-3.3209,0;4.5862,1.6733,0;2.0885,-6.079,0;-.4058,-6.7902,0;2.7267,-3.5627,0;3.5598,1.8168,0;-2.5451,-2.0031,0;.2237,2.2785,0;1.5755,3.8291,0;.8669,-2.4979,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.6574,.1676,0;.4019,-5.6783,0;-.9071,-5.1292,0;1.5352,-4.8239,0;-1.1937,-4.3491,0;1.1901,1.8961,0;1.3586,-3.4104,0;2.2135,5.755,0;1.2999,5.3484,0;1.5534,6.0085,0;-2.4317,3.3104,0;-3.1965,2.6661,0;-3.1362,3.3707,0;-2.6125,1.1968,0;-3.2567,1.9616,0;-3.317,1.2571,0;1.3674,-1.4982,0;.3674,-1.4976,0;-1.7272,3.2501,0;-1.0226,3.1899,0;-2.2774,-3.0887,0;-1.516,-2.4403,0;2.4389,3.1189,0;1.5254,2.7122,0;-1.8477,1.8411,0;5.0617,1.5188,0;2.0897,-6.579,0;-.8375,-7.0425,0;3.1603,-3.8116,0;3.5598,2.3168,0;-3.0368,-2.0936,0;
Duplicates	ChEBI181863
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181863.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181863.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181863.sdf