CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2260 (514)

Formula C₁₆H₂₄O₉

MW 360.36

InChIKey DSXFHNSGLYXPNG-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.61

logP -1.21

PSA 145.91

MR 81.884

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -382.63256

PM7_Total_Energy_ev -4947.21349

PM7_Electronic_Energy_ev -38871.83761

PM7_Dipole_Debye 3.35863

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.908

PM7_LUMO_Energy_ev -0.201

PM7_COSMO_Area_square_ang 345.19

PM7_COSMO_Volue_cubic_ang 408.9

PM7_Electron_Affinity_ev 0.201

PM7_Ionization_Energy_ev 9.908

PM7_Energy_Gap_ev 9.707

PM7_Global_Hardness_ev 4.8535

PM7_Global_Softness_ev 0.2060368806016277

PM7_Chemical_Potential_ev -5.0545

PM7_Electronigativity_ev 5.0545

PM7_Back_Donation_Energy_ev -1.213375

PM7_Electrophilicity_ev 2.631912048006593

OPENEYE_Name (1~{S},4~{a}~{S},7~{S},7~{a}~{R})-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-carboxylic acid

SMILES C1=C(C2CCC(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)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)CC3)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)/f/h21H

InChI_3D 1S/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)/t6-,7+,9+,10+,11+,12-,13+,15-,16-/m0/s1

AuxInfo 1/1/N:15,5,4,16,1,8,6,2,12,7,10,9,11,3,13,14,24,22,21,23,17,20,18,19,25/E:(21,22)/F:15,5,4,16,1,8,6,2,12,7,10,9,11,3,13,14,24,22,21,23,20,17,18,19,25/rA:49cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s4;s2s4;s6;s5s7;;s9;s9;s10;s7;s11;s8;s12;d3;s1s13;s12s14;s3;s9;s10;s11;s16;s13s14;s1;s4;s4;s5;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s20;s21;s22;s23;s24;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;3.2858,.5022,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;-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;.0011,-1.9974,0;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;3.1509,4.1,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;1.3035,.2496,0;2.1405,.7119,0;3.1268,1.5668,0;-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;2.7439,2.4337,0;2.0838,2.6872,0;2.2464,4.7572,0;2.0824,3.7707,0;1.7329,-2.4984,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;

Duplicates ChEBI2260;ChEBI2314

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2260.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2260.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2260.sdf

Formula	C₁₆H₂₄O₉
MW	360.36
InChIKey	DSXFHNSGLYXPNG-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.61
logP	-1.21
PSA	145.91
MR	81.884
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-382.63256
PM7_Total_Energy_ev	-4947.21349
PM7_Electronic_Energy_ev	-38871.83761
PM7_Dipole_Debye	3.35863
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.908
PM7_LUMO_Energy_ev	-0.201
PM7_COSMO_Area_square_ang	345.19
PM7_COSMO_Volue_cubic_ang	408.9
PM7_Electron_Affinity_ev	0.201
PM7_Ionization_Energy_ev	9.908
PM7_Energy_Gap_ev	9.707
PM7_Global_Hardness_ev	4.8535
PM7_Global_Softness_ev	0.2060368806016277
PM7_Chemical_Potential_ev	-5.0545
PM7_Electronigativity_ev	5.0545
PM7_Back_Donation_Energy_ev	-1.213375
PM7_Electrophilicity_ev	2.631912048006593
OPENEYE_Name	(1~{S},4~{a}~{S},7~{S},7~{a}~{R})-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-carboxylic acid
SMILES	C1=C(C2CCC(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)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)CC3)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)/f/h21H
InChI_3D	1S/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)/t6-,7+,9+,10+,11+,12-,13+,15-,16-/m0/s1
AuxInfo	1/1/N:15,5,4,16,1,8,6,2,12,7,10,9,11,3,13,14,24,22,21,23,17,20,18,19,25/E:(21,22)/F:15,5,4,16,1,8,6,2,12,7,10,9,11,3,13,14,24,22,21,23,20,17,18,19,25/rA:49cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s4;s2s4;s6;s5s7;;s9;s9;s10;s7;s11;s8;s12;d3;s1s13;s12s14;s3;s9;s10;s11;s16;s13s14;s1;s4;s4;s5;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s20;s21;s22;s23;s24;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;3.2858,.5022,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;-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;.0011,-1.9974,0;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;3.1509,4.1,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;1.3035,.2496,0;2.1405,.7119,0;3.1268,1.5668,0;-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;2.7439,2.4337,0;2.0838,2.6872,0;2.2464,4.7572,0;2.0824,3.7707,0;1.7329,-2.4984,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;
Duplicates	ChEBI2260;ChEBI2314
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2260.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2260.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2260.sdf