2-amino-3-hydroxyhippuric acid

ID: ALA498415

Cas Number: 70441-00-8

PubChem CID: 44580856

Max Phase: Preclinical

Molecular Formula: C9H10N2O4

Molecular Weight: 210.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1c(O)cccc1C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C9H10N2O4/c10-8-5(2-1-3-6(8)12)9(15)11-4-7(13)14/h1-3,12H,4,10H2,(H,11,15)(H,13,14)

Standard InChI Key:  MGBDUMHMFHGGKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    9.2841   -6.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5682   -6.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8565   -6.6578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1406   -6.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1406   -5.4203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4248   -6.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7089   -6.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9972   -6.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9972   -7.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7089   -7.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4248   -7.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2841   -7.4828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9999   -6.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -6.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7089   -5.4203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  1 12  2  0
  1 13  1  0
  8 14  1  0
  7 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498415

   N-(2-Amino-3-hydroxybenzoyl)glycine

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

Calculated Properties

Molecular Weight: 210.19

Molecular Weight (Monoisotopic): 210.0641

AlogP: -0.21

#Rotatable Bonds: 3

Polar Surface Area: 112.65

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.47

CX Basic pKa: 3.84

CX LogP: -0.53

CX LogD: -3.36

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.41

Np Likeness Score: -0.12

References

1. 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