ID: ALA185075

Max Phase: Preclinical

Molecular Formula: C7H10O5

Molecular Weight: 174.15

Molecule Type: Small molecule

Representations

Synonyms (3): 2-Oxo-Heptanedioic Acid | 2-Oxoheptanedioic Acid | Alpha-Ketopimelic Acid
Synonyms from Alternative Forms(3):

Canonical SMILES:  O=C(O)CCCCC(=O)C(=O)O

Standard InChI:  InChI=1S/C7H10O5/c8-5(7(11)12)3-1-2-4-6(9)10/h1-4H2,(H,9,10)(H,11,12)

Standard InChI Key:  HABHUTWTLGRDDU-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 174.15

Molecular Weight (Monoisotopic): 174.0528

AlogP: 0.29

#Rotatable Bonds: 6

Polar Surface Area: 91.67

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.99

CX Basic pKa:

CX LogP: 0.78

CX LogD: -5.77

Aromatic Rings: 0

Heavy Atoms: 12

QED Weighted: 0.45

Np Likeness Score: 0.84

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, Dobson RC, Gerrard JA, Hutton CA..  (2008)  Conformationally constrained diketopimelic acid analogues as inhibitors of dihydrodipicolinate synthase.,  18  (2): [PMID:18077163] [10.1016/j.bmcl.2007.11.108]

3. 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]

4.  (2019)  10  (9): [10.1039/C9MD00107G]

Source

Source(1):

• Scientific Literature