CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6365 (2768)

Formula C₁₈H₂₈O₁₁

MW 420.41

InChIKey KPUSIQDGYABESP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 11

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -2.95

logP -2.5033

PSA 175.37

MR 93.4108

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -472.43285

PM7_Total_Energy_ev -5837.44143

PM7_Electronic_Energy_ev -51054.96215

PM7_Dipole_Debye 0.51919

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.471

PM7_LUMO_Energy_ev 0.462

PM7_COSMO_Area_square_ang 374.81

PM7_COSMO_Volue_cubic_ang 476.06

PM7_Electron_Affinity_ev -0.462

PM7_Ionization_Energy_ev 9.471

PM7_Energy_Gap_ev 9.933

PM7_Global_Hardness_ev 4.9665

PM7_Global_Softness_ev 0.20134903855834088

PM7_Chemical_Potential_ev -4.5045

PM7_Electronigativity_ev 4.5045

PM7_Back_Donation_Energy_ev -1.241625

PM7_Electrophilicity_ev 2.0427383720930234

OPENEYE_Name [(1~{S},4~{a}~{R},5~{R},7~{S},7~{a}~{S})-4~{a},5-dihydroxy-4,7-dimethyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-7-yl] acetate

SMILES C1=C(C2(C(C(O1)OC3C(C(C(C(O3)CO)O)O)O)C(CC2O)(C)OC(=O)C)O)C

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2[C@@](C)(OC(=O)C)C[C@H]3O)O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C18H28O11/c1-7-6-26-16(28-15-13(24)12(23)11(22)9(5-19)27-15)14-17(3,29-8(2)20)4-10(21)18(7,14)25/h6,9-16,19,21-25H,4-5H2,1-3H3

InChI_3D 1S/C18H28O11/c1-7-6-26-16(28-15-13(24)12(23)11(22)9(5-19)27-15)14-17(3,29-8(2)20)4-10(21)18(7,14)25/h6,9-16,19,21-25H,4-5H2,1-3H3/t9-,10-,11-,12+,13-,14-,15+,16+,17+,18-/m1/s1

AuxInfo 1/0/N:15,16,17,4,18,1,2,3,10,6,8,7,9,5,12,11,14,13,27,19,22,24,23,25,26,20,21,29,28/rA:57cCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s4;;s7;s7;s8;s5;s9;s2s5s6;s4s5;s2;s3;s14;s10;d3;s1s11;s10s12;s6;s7;s8;s9;s13;s18;s3s14;s11s12;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s22;s23;s24;s25;s26;s27;/rC:;.868,-.4979,0;4.2093,3.1918,0;3.2858,.5022,0;1.736,1.0058,0;2.6938,-.3126,0;-1.7475,4.1613,0;-2.394,3.3984,0;-.7625,3.9886,0;-2.0521,2.4531,0;.868,1.5137,0;-.4205,3.0433,0;1.736,-.0013,0;2.6938,1.3168,0;.8674,-1.4979,0;5.0753,3.6918,0;1.9822,2.9156,0;-2.0625,.7032,0;3.3433,3.6918,0;0,1.0058,0;-1.0636,2.2708,0;4.2093,-1.1877,0;-1.1472,5.8052,0;-3.5136,4.7434,0;.9613,4.2907,0;2.545,.5864,0;-2.0684,-.2968,0;4.2093,2.1918,0;.2237,2.2785,0;-.4327,-.2506,0;3.6573,.8368,0;3.6574,.1676,0;1.3023,.7571,0;2.4904,-.7694,0;-2.1797,4.4126,0;-2.8278,3.1497,0;-.7624,4.4886,0;-2.5448,2.3683,0;1.1901,1.8961,0;.0125,3.2933,0;1.3674,-1.4982,0;.8672,-1.9979,0;.3674,-1.4976,0;4.8253,4.1249,0;5.3253,3.2588,0;5.5083,3.9419,0;1.5254,2.7122,0;2.4389,3.1189,0;1.7788,3.3724,0;-2.5625,.7061,0;-1.5625,.7002,0;4.2093,-1.6877,0;-1.4682,6.1885,0;-4.0064,4.6585,0;1.1328,4.7603,0;2.4928,1.0837,0;-2.5029,-.5442,0;

Duplicates ChEBI6365

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6365.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6365.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6365.sdf

Formula	C₁₈H₂₈O₁₁
MW	420.41
InChIKey	KPUSIQDGYABESP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	11
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-2.95
logP	-2.5033
PSA	175.37
MR	93.4108
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-472.43285
PM7_Total_Energy_ev	-5837.44143
PM7_Electronic_Energy_ev	-51054.96215
PM7_Dipole_Debye	0.51919
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.471
PM7_LUMO_Energy_ev	0.462
PM7_COSMO_Area_square_ang	374.81
PM7_COSMO_Volue_cubic_ang	476.06
PM7_Electron_Affinity_ev	-0.462
PM7_Ionization_Energy_ev	9.471
PM7_Energy_Gap_ev	9.933
PM7_Global_Hardness_ev	4.9665
PM7_Global_Softness_ev	0.20134903855834088
PM7_Chemical_Potential_ev	-4.5045
PM7_Electronigativity_ev	4.5045
PM7_Back_Donation_Energy_ev	-1.241625
PM7_Electrophilicity_ev	2.0427383720930234
OPENEYE_Name	[(1~{S},4~{a}~{R},5~{R},7~{S},7~{a}~{S})-4~{a},5-dihydroxy-4,7-dimethyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-7-yl] acetate
SMILES	C1=C(C2(C(C(O1)OC3C(C(C(C(O3)CO)O)O)O)C(CC2O)(C)OC(=O)C)O)C
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2[C@@](C)(OC(=O)C)C[C@H]3O)O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C18H28O11/c1-7-6-26-16(28-15-13(24)12(23)11(22)9(5-19)27-15)14-17(3,29-8(2)20)4-10(21)18(7,14)25/h6,9-16,19,21-25H,4-5H2,1-3H3
InChI_3D	1S/C18H28O11/c1-7-6-26-16(28-15-13(24)12(23)11(22)9(5-19)27-15)14-17(3,29-8(2)20)4-10(21)18(7,14)25/h6,9-16,19,21-25H,4-5H2,1-3H3/t9-,10-,11-,12+,13-,14-,15+,16+,17+,18-/m1/s1
AuxInfo	1/0/N:15,16,17,4,18,1,2,3,10,6,8,7,9,5,12,11,14,13,27,19,22,24,23,25,26,20,21,29,28/rA:57cCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s4;;s7;s7;s8;s5;s9;s2s5s6;s4s5;s2;s3;s14;s10;d3;s1s11;s10s12;s6;s7;s8;s9;s13;s18;s3s14;s11s12;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s22;s23;s24;s25;s26;s27;/rC:;.868,-.4979,0;4.2093,3.1918,0;3.2858,.5022,0;1.736,1.0058,0;2.6938,-.3126,0;-1.7475,4.1613,0;-2.394,3.3984,0;-.7625,3.9886,0;-2.0521,2.4531,0;.868,1.5137,0;-.4205,3.0433,0;1.736,-.0013,0;2.6938,1.3168,0;.8674,-1.4979,0;5.0753,3.6918,0;1.9822,2.9156,0;-2.0625,.7032,0;3.3433,3.6918,0;0,1.0058,0;-1.0636,2.2708,0;4.2093,-1.1877,0;-1.1472,5.8052,0;-3.5136,4.7434,0;.9613,4.2907,0;2.545,.5864,0;-2.0684,-.2968,0;4.2093,2.1918,0;.2237,2.2785,0;-.4327,-.2506,0;3.6573,.8368,0;3.6574,.1676,0;1.3023,.7571,0;2.4904,-.7694,0;-2.1797,4.4126,0;-2.8278,3.1497,0;-.7624,4.4886,0;-2.5448,2.3683,0;1.1901,1.8961,0;.0125,3.2933,0;1.3674,-1.4982,0;.8672,-1.9979,0;.3674,-1.4976,0;4.8253,4.1249,0;5.3253,3.2588,0;5.5083,3.9419,0;1.5254,2.7122,0;2.4389,3.1189,0;1.7788,3.3724,0;-2.5625,.7061,0;-1.5625,.7002,0;4.2093,-1.6877,0;-1.4682,6.1885,0;-4.0064,4.6585,0;1.1328,4.7603,0;2.4928,1.0837,0;-2.5029,-.5442,0;
Duplicates	ChEBI6365
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6365.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6365.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6365.sdf