CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9717 (4474)

Formula C₁₄H₁₇NO₁₀

MW 359.29

InChIKey LABCALMTQNDOAI-FQFUPTBWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 25

Number_Rings 1

Number_Bonds 42

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -3.03

logP -2.30392

PSA 197.77

MR 76.4598

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -362.5275

PM7_Total_Energy_ev -5086.87791

PM7_Electronic_Energy_ev -37677.80723

PM7_Dipole_Debye 4.63259

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.24

PM7_LUMO_Energy_ev -1.803

PM7_COSMO_Area_square_ang 325.94

PM7_COSMO_Volue_cubic_ang 397.77

PM7_Electron_Affinity_ev 1.803

PM7_Ionization_Energy_ev 10.24

PM7_Energy_Gap_ev 8.437

PM7_Global_Hardness_ev 4.2185

PM7_Global_Softness_ev 0.23705108450871162

PM7_Chemical_Potential_ev -6.0215

PM7_Electronigativity_ev 6.0215

PM7_Back_Donation_Energy_ev -1.054625

PM7_Electrophilicity_ev 4.297553899490341

OPENEYE_Name (~{Z},4~{E})-4-[cyano-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-methylene]hex-2-enedioic acid

SMILES C(#N)C(=C(C=CC(=O)O)CC(=O)O)OC1C(C(C(C(O1)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O/C(=C(CC(=O)O)/C=CC(=O)O)/C#N)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C14H17NO10/c15-4-7(6(3-10(19)20)1-2-9(17)18)24-14-13(23)12(22)11(21)8(5-16)25-14/h1-2,8,11-14,16,21-23H,3,5H2,(H,17,18)(H,19,20)/f/h17,19H

InChI_3D 1S/C14H17NO10/c15-4-7(6(3-10(19)20)1-2-9(17)18)24-14-13(23)12(22)11(21)8(5-16)25-14/h1-2,8,11-14,16,21-23H,3,5H2,(H,17,18)(H,19,20)/b2-1-,7-6-/t8-,11-,12+,13-,14-/m1/s1

AuxInfo 1/1/N:2,3,13,1,14,5,4,11,6,7,9,8,10,12,15,24,16,19,17,20,22,21,23,25,18/E:(17,18)(19,20)/F:2,3,13,1,14,5,4,11,6,7,9,8,10,12,15,24,19,16,20,17,22,21,23,25,18/rA:42cCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHH/rB:;w2;s1;s2w4;s3;;;s8;s8;s9;s10;s5s7;s11;t1;d6;d7;s11s12;s6;s7;s8;s9;s10;s14;s4s12;s2;s3;s8;s9;s10;s11;s12;s13;s13;s14;s14;s19;s20;s21;s22;s23;s24;/rC:2.8385,1.8422,0;3.5299,3.7189,0;4.1697,2.9504,0;2.1987,2.6108,0;2.5444,3.5492,0;5.1551,3.1201,0;1.2649,5.0863,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.9046,4.3177,0;-1.4725,3.1448,0;3.4782,1.0737,0;5.5009,4.0585,0;1.6106,6.0246,0;0,2.0104,0;5.7949,2.3516,0;.2794,4.9165,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;3.7028,4.1881,0;3.9968,2.4812,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;1.5204,3.9978,0;2.2889,4.6376,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.2877,2.4365,0;-.0405,5.3008,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI9717

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9717.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9717.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9717.sdf

Formula	C₁₄H₁₇NO₁₀
MW	359.29
InChIKey	LABCALMTQNDOAI-FQFUPTBWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	25
Number_Rings	1
Number_Bonds	42
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-3.03
logP	-2.30392
PSA	197.77
MR	76.4598
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-362.5275
PM7_Total_Energy_ev	-5086.87791
PM7_Electronic_Energy_ev	-37677.80723
PM7_Dipole_Debye	4.63259
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.24
PM7_LUMO_Energy_ev	-1.803
PM7_COSMO_Area_square_ang	325.94
PM7_COSMO_Volue_cubic_ang	397.77
PM7_Electron_Affinity_ev	1.803
PM7_Ionization_Energy_ev	10.24
PM7_Energy_Gap_ev	8.437
PM7_Global_Hardness_ev	4.2185
PM7_Global_Softness_ev	0.23705108450871162
PM7_Chemical_Potential_ev	-6.0215
PM7_Electronigativity_ev	6.0215
PM7_Back_Donation_Energy_ev	-1.054625
PM7_Electrophilicity_ev	4.297553899490341
OPENEYE_Name	(~{Z},4~{E})-4-[cyano-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-methylene]hex-2-enedioic acid
SMILES	C(#N)C(=C(C=CC(=O)O)CC(=O)O)OC1C(C(C(C(O1)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O/C(=C(CC(=O)O)/C=CC(=O)O)/C#N)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C14H17NO10/c15-4-7(6(3-10(19)20)1-2-9(17)18)24-14-13(23)12(22)11(21)8(5-16)25-14/h1-2,8,11-14,16,21-23H,3,5H2,(H,17,18)(H,19,20)/f/h17,19H
InChI_3D	1S/C14H17NO10/c15-4-7(6(3-10(19)20)1-2-9(17)18)24-14-13(23)12(22)11(21)8(5-16)25-14/h1-2,8,11-14,16,21-23H,3,5H2,(H,17,18)(H,19,20)/b2-1-,7-6-/t8-,11-,12+,13-,14-/m1/s1
AuxInfo	1/1/N:2,3,13,1,14,5,4,11,6,7,9,8,10,12,15,24,16,19,17,20,22,21,23,25,18/E:(17,18)(19,20)/F:2,3,13,1,14,5,4,11,6,7,9,8,10,12,15,24,19,16,20,17,22,21,23,25,18/rA:42cCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHH/rB:;w2;s1;s2w4;s3;;;s8;s8;s9;s10;s5s7;s11;t1;d6;d7;s11s12;s6;s7;s8;s9;s10;s14;s4s12;s2;s3;s8;s9;s10;s11;s12;s13;s13;s14;s14;s19;s20;s21;s22;s23;s24;/rC:2.8385,1.8422,0;3.5299,3.7189,0;4.1697,2.9504,0;2.1987,2.6108,0;2.5444,3.5492,0;5.1551,3.1201,0;1.2649,5.0863,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.9046,4.3177,0;-1.4725,3.1448,0;3.4782,1.0737,0;5.5009,4.0585,0;1.6106,6.0246,0;0,2.0104,0;5.7949,2.3516,0;.2794,4.9165,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;3.7028,4.1881,0;3.9968,2.4812,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;1.5204,3.9978,0;2.2889,4.6376,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.2877,2.4365,0;-.0405,5.3008,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI9717
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9717.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9717.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9717.sdf