ID: ALA178492

Max Phase: Preclinical

Molecular Formula: C11H16O5

Molecular Weight: 228.24

Molecule Type: Small molecule

Representations

Synonyms (1): (2E)-4-Oxoheptenedioate
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCOC(=O)/C=C/C(=O)CCC(=O)OCC

Standard InChI:  InChI=1S/C11H16O5/c1-3-15-10(13)7-5-9(12)6-8-11(14)16-4-2/h5,7H,3-4,6,8H2,1-2H3/b7-5+

Standard InChI Key:  YSXDKKYVUOEOGS-FNORWQNLSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 228.24

Molecular Weight (Monoisotopic): 228.0998

AlogP: 1.02

#Rotatable Bonds: 7

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.35

CX LogD: 1.35

Aromatic Rings: 0

Heavy Atoms: 16

QED Weighted: 0.48

Np Likeness Score: 0.52

References

1. Turner JJ, Healy JP, Dobson RC, Gerrard JA, Hutton CA..  (2005)  Two new irreversible inhibitors of dihydrodipicolinate synthase: diethyl (E,E)-4-oxo-2,5-heptadienedioate and diethyl (E)-4-oxo-2-heptenedioate.,  15  (4): [PMID:15686899] [10.1016/j.bmcl.2004.12.043]

2. Boughton BA, Griffin MD, O'Donnell PA, Dobson RC, Perugini MA, Gerrard JA, Hutton CA..  (2008)  Irreversible inhibition of dihydrodipicolinate synthase by 4-oxo-heptenedioic acid analogues.,  16  (23): [PMID:18977662] [10.1016/j.bmc.2008.10.026]

Source

Source(1):

• Scientific Literature