3-hydroxyhippuric acid

ID: ALA447627

Cas Number: 1637-75-8

PubChem CID: 450268

Product Number: H305099, Order Now?

Max Phase: Preclinical

Molecular Formula: C9H9NO4

Molecular Weight: 195.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-Hydroxyhippuric Acid | 3-hydroxyhippuric acid|m-Hydroxyhippuric acid|1637-75-8|(3-Hydroxybenzoylamino)acetic acid|Glycine, N-(3-hydroxybenzoyl)-|2-[(3-hydroxyphenyl)formamido]acetic acid|N-m-Hydroxylbenzoylglycine|3-Hydroxybenzoylglycine|17HCX0HNRT|CHEMBL447627|CHEBI:70824|m-Hydroxyhippurate|3-Hydroxyhippurate|UNII-17HCX0HNRT|3XH|m-Hydroxyhippuricacid|2-[(3-hydroxybenzoyl)amino]acetic acid|(3-hydroxybenzoyl)glycine|N-(3-hydroxybenzoyl)glycine|SCHEMBL600772|N-(3-Hydroxybenzoyl)-glycine|HYDROXYHShow More⌵

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

Standard InChI:  InChI=1S/C9H9NO4/c11-7-3-1-2-6(4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)

Standard InChI Key:  XDOFWFNMYJRHEW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   -2.9660   -0.6328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516   -0.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516    0.6047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8226   -0.2203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -1.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6063   -0.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3208   -0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0352   -0.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0352    0.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3208    1.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3208    1.8422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6063    0.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  4  1  0
  2  3  1  0
  4  5  1  0
  6  5  1  0
  6  7  2  0
  8  6  1  0
 14  8  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 12 13  1  0
 14 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA447627

   3-Hydroxyhippuric acid

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

Calculated Properties

Molecular Weight: 195.17

Molecular Weight (Monoisotopic): 195.0532

AlogP: 0.21

#Rotatable Bonds: 3

Polar Surface Area: 86.63

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.25

CX Basic pKa: ┄

CX LogP: 0.22

CX LogD: -3.23

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.64

Np Likeness Score: -0.39

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