CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI50271 (14370)

Formula C₁₄H₁₆O₉

MW 328.27

InChIKey XYCATPIYKOARSZ-MLBLDTCGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 23

Number_Rings 1

Number_Bonds 39

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.9

logP -0.3485

PSA 158.43

MR 74.1122

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -354.30447

PM7_Total_Energy_ev -4593.23073

PM7_Electronic_Energy_ev -31232.8428

PM7_Dipole_Debye 1.45453

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.387

PM7_LUMO_Energy_ev -0.544

PM7_COSMO_Area_square_ang 319.97

PM7_COSMO_Volue_cubic_ang 365.01

PM7_Electron_Affinity_ev 0.544

PM7_Ionization_Energy_ev 10.387

PM7_Energy_Gap_ev 9.843

PM7_Global_Hardness_ev 4.9215

PM7_Global_Softness_ev 0.203190084323885

PM7_Chemical_Potential_ev -5.4655

PM7_Electronigativity_ev 5.4655

PM7_Back_Donation_Energy_ev -1.230375

PM7_Electrophilicity_ev 3.0348156303972367

OPENEYE_Name (1~{R},2~{S},5~{S},6~{S})-2-(3-carboxypropanoyl)-5-(1-carboxyvinyloxy)-6-hydroxy-cyclohex-3-ene-1-carboxylic acid

SMILES C1=CC(C(C(C1C(=O)CCC(=O)O)C(=O)O)O)OC(=C)C(=O)O

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

InChI 1/C14H16O9/c1-6(13(19)20)23-9-4-2-7(8(15)3-5-10(16)17)11(12(9)18)14(21)22/h2,4,7,9,11-12,18H,1,3,5H2,(H,16,17)(H,19,20)(H,21,22)/f/h16,19,21H

InChI_3D 1S/C14H16O9/c1-6(13(19)20)23-9-4-2-7(8(15)3-5-10(16)17)11(12(9)18)14(21)22/h2,4,7,9,11-12,18H,1,3,5H2,(H,16,17)(H,19,20)(H,21,22)/t7-,9+,11-,12-/m1/s1

AuxInfo 1/1/N:3,1,13,2,14,4,9,6,10,8,11,12,5,7,16,18,21,22,15,19,17,20,23/E:(16,17)(19,20)(21,22)/F:3,1,13,2,14,4,9,6,10,8,11,12,5,7,16,21,18,22,19,15,20,17,23/rA:39cCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;d3;s4;;;;s1s6;s2;s7s9;s10s11;s6;s8s13;d5;d6;d7;d8;s5;s7;s8;s12;s4s10;s1;s2;s3;s3;s9;s10;s11;s12;s13;s13;s14;s14;s19;s20;s21;s22;/rC:;-.8675,.4975,0;-2.1561,3.0323,0;-2.4963,2.0919,0;-3.4807,1.9163,0;2.5912,.7997,0;1.4725,3.1448,0;4.5173,-1.5003,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;3.2333,.0331,0;3.8753,-.7336,0;-3.8209,.9759,0;2.9341,1.7391,0;2.458,3.3146,0;5.5023,-1.3276,0;-4.125,2.6811,0;.8327,3.9134,0;4.1744,-2.4396,0;-.6443,2.7752,0;-1.852,1.3271,0;0,-.5,0;-1.3001,.2469,0;-1.6639,3.12,0;-2.4782,3.4146,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;.3221,2.3928,0;2.8499,-.288,0;3.6166,.3541,0;4.2586,-.4126,0;3.492,-1.0546,0;-4.6172,2.5933,0;1.0056,4.3825,0;4.4954,-2.823,0;-.4742,3.2454,0;

Duplicates ChEBI50271

mol2_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50271.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50271.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50271.sdf

Formula	C₁₄H₁₆O₉
MW	328.27
InChIKey	XYCATPIYKOARSZ-MLBLDTCGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	23
Number_Rings	1
Number_Bonds	39
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.9
logP	-0.3485
PSA	158.43
MR	74.1122
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-354.30447
PM7_Total_Energy_ev	-4593.23073
PM7_Electronic_Energy_ev	-31232.8428
PM7_Dipole_Debye	1.45453
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.387
PM7_LUMO_Energy_ev	-0.544
PM7_COSMO_Area_square_ang	319.97
PM7_COSMO_Volue_cubic_ang	365.01
PM7_Electron_Affinity_ev	0.544
PM7_Ionization_Energy_ev	10.387
PM7_Energy_Gap_ev	9.843
PM7_Global_Hardness_ev	4.9215
PM7_Global_Softness_ev	0.203190084323885
PM7_Chemical_Potential_ev	-5.4655
PM7_Electronigativity_ev	5.4655
PM7_Back_Donation_Energy_ev	-1.230375
PM7_Electrophilicity_ev	3.0348156303972367
OPENEYE_Name	(1~{R},2~{S},5~{S},6~{S})-2-(3-carboxypropanoyl)-5-(1-carboxyvinyloxy)-6-hydroxy-cyclohex-3-ene-1-carboxylic acid
SMILES	C1=CC(C(C(C1C(=O)CCC(=O)O)C(=O)O)O)OC(=C)C(=O)O
Canonical_SMILES	OC(=O)CCC(=O)[C@H]1C=C[C@@H]([C@H]([C@@H]1C(=O)O)O)OC(=C)C(=O)O
InChI	1/C14H16O9/c1-6(13(19)20)23-9-4-2-7(8(15)3-5-10(16)17)11(12(9)18)14(21)22/h2,4,7,9,11-12,18H,1,3,5H2,(H,16,17)(H,19,20)(H,21,22)/f/h16,19,21H
InChI_3D	1S/C14H16O9/c1-6(13(19)20)23-9-4-2-7(8(15)3-5-10(16)17)11(12(9)18)14(21)22/h2,4,7,9,11-12,18H,1,3,5H2,(H,16,17)(H,19,20)(H,21,22)/t7-,9+,11-,12-/m1/s1
AuxInfo	1/1/N:3,1,13,2,14,4,9,6,10,8,11,12,5,7,16,18,21,22,15,19,17,20,23/E:(16,17)(19,20)(21,22)/F:3,1,13,2,14,4,9,6,10,8,11,12,5,7,16,21,18,22,19,15,20,17,23/rA:39cCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;d3;s4;;;;s1s6;s2;s7s9;s10s11;s6;s8s13;d5;d6;d7;d8;s5;s7;s8;s12;s4s10;s1;s2;s3;s3;s9;s10;s11;s12;s13;s13;s14;s14;s19;s20;s21;s22;/rC:;-.8675,.4975,0;-2.1561,3.0323,0;-2.4963,2.0919,0;-3.4807,1.9163,0;2.5912,.7997,0;1.4725,3.1448,0;4.5173,-1.5003,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;3.2333,.0331,0;3.8753,-.7336,0;-3.8209,.9759,0;2.9341,1.7391,0;2.458,3.3146,0;5.5023,-1.3276,0;-4.125,2.6811,0;.8327,3.9134,0;4.1744,-2.4396,0;-.6443,2.7752,0;-1.852,1.3271,0;0,-.5,0;-1.3001,.2469,0;-1.6639,3.12,0;-2.4782,3.4146,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;.3221,2.3928,0;2.8499,-.288,0;3.6166,.3541,0;4.2586,-.4126,0;3.492,-1.0546,0;-4.6172,2.5933,0;1.0056,4.3825,0;4.4954,-2.823,0;-.4742,3.2454,0;
Duplicates	ChEBI50271
mol2_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50271.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50271.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50271.sdf