CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI18052 (6793)

Formula C₁₆H₂₃O₁₀

MW 375.35

InChIKey JNNGEAWILNVFFD-OMIFEWLJNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 50

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -2.25

logP -2.2392

PSA 166.14

MR 83.0458

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -461.3982

PM7_Total_Energy_ev -5230.7796

PM7_Electronic_Energy_ev -41315.8826

PM7_Dipole_Debye 15.19548

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.098

PM7_LUMO_Energy_ev 2.959

PM7_COSMO_Area_square_ang 351.06

PM7_COSMO_Volue_cubic_ang 416.94

PM7_Electron_Affinity_ev -2.959

PM7_Ionization_Energy_ev 5.098

PM7_Energy_Gap_ev 8.057

PM7_Global_Hardness_ev 4.0285

PM7_Global_Softness_ev 0.24823135161970958

PM7_Chemical_Potential_ev -1.0695

PM7_Electronigativity_ev 1.0695

PM7_Back_Donation_Energy_ev -1.007125

PM7_Electrophilicity_ev 0.14196726449050515

OPENEYE_Name (1~{S},4~{a}~{S},6~{S},7~{R},7~{a}~{S})-6-hydroxy-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,6,7,7~{a}-hexahydrocyclopenta[c]pyran-4-carboxylate

SMILES C1=C(C2CC(C(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)O)C(=O)[O-]

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)[C@H](C3)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/p-1/fC16H23O10/q-1

InChI_3D 1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1

AuxInfo 1/1/N:15,4,16,1,7,5,2,8,12,6,10,9,11,3,13,14,25,21,23,22,24,17,18,19,20,26/E:(22,23)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCO-OOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s2s4;s5;s6;s4s7;;s9;s9;s10;s6;s11;s7;s12;s3;d3;s1s13;s12s14;s8;s9;s10;s11;s16;s13s14;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s21;s22;s23;s24;s25;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;3.2858,.5022,0;-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;2.2871,2.2304,0;2.1644,4.2639,0;1.7332,-1.9984,0;.0011,-1.9974,0;0,1.0058,0;.4499,3.5458,0;4.5862,1.6733,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.1268,1.5668,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;1.8304,2.0271,0;2.0838,2.6872,0;2.7439,2.4337,0;2.2464,4.7572,0;2.0824,3.7707,0;5.0617,1.5188,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;

Duplicates ChEBI18052

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18052.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18052.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18052.sdf

Formula	C₁₆H₂₃O₁₀
MW	375.35
InChIKey	JNNGEAWILNVFFD-OMIFEWLJNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	50
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-2.25
logP	-2.2392
PSA	166.14
MR	83.0458
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-461.3982
PM7_Total_Energy_ev	-5230.7796
PM7_Electronic_Energy_ev	-41315.8826
PM7_Dipole_Debye	15.19548
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.098
PM7_LUMO_Energy_ev	2.959
PM7_COSMO_Area_square_ang	351.06
PM7_COSMO_Volue_cubic_ang	416.94
PM7_Electron_Affinity_ev	-2.959
PM7_Ionization_Energy_ev	5.098
PM7_Energy_Gap_ev	8.057
PM7_Global_Hardness_ev	4.0285
PM7_Global_Softness_ev	0.24823135161970958
PM7_Chemical_Potential_ev	-1.0695
PM7_Electronigativity_ev	1.0695
PM7_Back_Donation_Energy_ev	-1.007125
PM7_Electrophilicity_ev	0.14196726449050515
OPENEYE_Name	(1~{S},4~{a}~{S},6~{S},7~{R},7~{a}~{S})-6-hydroxy-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,6,7,7~{a}-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES	C1=C(C2CC(C(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)O)C(=O)[O-]
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)[C@H](C3)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/p-1/fC16H23O10/q-1
InChI_3D	1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1
AuxInfo	1/1/N:15,4,16,1,7,5,2,8,12,6,10,9,11,3,13,14,25,21,23,22,24,17,18,19,20,26/E:(22,23)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCO-OOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s2s4;s5;s6;s4s7;;s9;s9;s10;s6;s11;s7;s12;s3;d3;s1s13;s12s14;s8;s9;s10;s11;s16;s13s14;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s21;s22;s23;s24;s25;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;3.2858,.5022,0;-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;2.2871,2.2304,0;2.1644,4.2639,0;1.7332,-1.9984,0;.0011,-1.9974,0;0,1.0058,0;.4499,3.5458,0;4.5862,1.6733,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.1268,1.5668,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;1.8304,2.0271,0;2.0838,2.6872,0;2.7439,2.4337,0;2.2464,4.7572,0;2.0824,3.7707,0;5.0617,1.5188,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;
Duplicates	ChEBI18052
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18052.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18052.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018000-0000018249/ChEBI18052.sdf