ID: ALA72405

Max Phase: Preclinical

Molecular Formula: C9H9NO4

Molecular Weight: 195.17

Molecule Type: Small molecule

Representations

Synonyms (2): Dimethyl Pyridine-2,6-Dicarboxylate | Pyridine-2,6-Dicarboxylic Acid Dimethyl Ester
Synonyms from Alternative Forms(2):

Canonical SMILES:  COC(=O)c1cccc(C(=O)OC)n1

Standard InChI:  InChI=1S/C9H9NO4/c1-13-8(11)6-4-3-5-7(10-6)9(12)14-2/h3-5H,1-2H3

Standard InChI Key:  SNQQJEJPJMXYTR-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: 195.17

Molecular Weight (Monoisotopic): 195.0532

AlogP: 0.65

#Rotatable Bonds: 2

Polar Surface Area: 65.49

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: 2.04

CX LogP: 1.13

CX LogD: 1.13

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.65

Np Likeness Score: -0.61

References

1. Couper L, McKendrick JE, Robins DJ, Chrystal EJ.  (1994)  Pyridine and piperidine derivatives as inhibitors of dihydrodipicolinic acid synthase, a key enzyme in the diaminopimelate pathway to l-lysine,  4  (19): [10.1016/0960-894X(94)85023-2]

2. Mitsakos V, Dobson RC, Pearce FG, Devenish SR, Evans GL, Burgess BR, Perugini MA, Gerrard JA, Hutton CA..  (2008)  Inhibiting dihydrodipicolinate synthase across species: towards specificity for pathogens?,  18  (2): [PMID:18054225] [10.1016/j.bmcl.2007.11.026]

3.  (2019)  10  (9): [10.1039/C9MD00107G]

Source

Source(1):

• Scientific Literature