ID: ALA253062

Max Phase: Preclinical

Molecular Formula: C10H6O6

Molecular Weight: 222.15

Molecule Type: Small molecule

Representations

Synonyms (1): (1,3-Phenylene)Bisketoacid
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)C(=O)c1cccc(C(=O)C(=O)O)c1

Standard InChI:  InChI=1S/C10H6O6/c11-7(9(13)14)5-2-1-3-6(4-5)8(12)10(15)16/h1-4H,(H,13,14)(H,15,16)

Standard InChI Key:  RSTWIZZMDAKQGV-UHFFFAOYSA-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: 222.15

Molecular Weight (Monoisotopic): 222.0164

AlogP: 0.22

#Rotatable Bonds: 4

Polar Surface Area: 108.74

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.77

CX Basic pKa:

CX LogP: 1.01

CX LogD: -6.03

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.56

Np Likeness Score: -0.03

References

1. 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]

2. Boughton BA, Hor L, Gerrard JA, Hutton CA..  (2012)  1,3-Phenylene bis(ketoacid) derivatives as inhibitors of Escherichia coli dihydrodipicolinate synthase.,  20  (7): [PMID:22386717] [10.1016/j.bmc.2012.01.045]

Source

Source(1):

• Scientific Literature