ID: ALA120534

Max Phase: Preclinical

Molecular Formula: C10H13NO4

Molecular Weight: 211.22

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C10H13NO4/c11-8(10(14)15)5-9(13)6-2-1-3-7(12)4-6/h1-4,8-9,12-13H,5,11H2,(H,14,15)

Standard InChI Key:  APPLEPDDBNLZPX-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: 211.22

Molecular Weight (Monoisotopic): 211.0845

AlogP: 0.23

#Rotatable Bonds: 4

Polar Surface Area: 103.78

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.90

CX Basic pKa: 8.94

CX LogP: -2.35

CX LogD: -2.36

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.57

Np Likeness Score: 0.76

References

1. Walsh HA, Leslie PL, O'Shea KC, Botting NP..  (2002)  2-Amino-4-[3'-hydroxyphenyl]-4-hydroxybutanoic acid; a potent inhibitor of rat and recombinant human kynureninase.,  12  (3): [PMID:11814797] [10.1016/s0960-894x(01)00758-2]

2. Lima S, Kumar S, Gawandi V, Momany C, Phillips RS..  (2009)  Crystal structure of the Homo sapiens kynureninase-3-hydroxyhippuric acid inhibitor complex: insights into the molecular basis of kynureninase substrate specificity.,  52  (2): [PMID:19143568] [10.1021/jm8010806]

Source

Source(1):

• Scientific Literature