2-Amino-3-[3-hydroxy-5-(1H-imidazol-2-yl)-isoxazol-4-yl]-propionic acid

ID: ALA97742

PubChem CID: 10823814

Max Phase: Preclinical

Molecular Formula: C9H10N4O4

Molecular Weight: 238.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1c(O)noc1-c1ncc[nH]1)C(=O)O

Standard InChI:  InChI=1S/C9H10N4O4/c10-5(9(15)16)3-4-6(17-13-8(4)14)7-11-1-2-12-7/h1-2,5H,3,10H2,(H,11,12)(H,13,14)(H,15,16)

Standard InChI Key:  MJVXTLMESKYRAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.4917   -4.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667   -5.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542   -5.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -5.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -3.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -5.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375   -3.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042   -6.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2500   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -6.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -7.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -2.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250   -3.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -4.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0125   -3.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  2  0
  5  1  1  0
  6  2  1  0
  7  1  1  0
  8  6  2  0
  9 11  1  0
 10  6  1  0
 11  7  1  0
 12  8  1  0
 13 10  1  0
 14  9  2  0
 15  5  1  0
 16 11  1  0
 17  9  1  0
  4  3  1  0
 13 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA97742

   2-amino-3-[5-(1H-imidazol-2-yl)-3-oxo-1,2-oxazol-4-yl]propanoic acid

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: 238.20

Molecular Weight (Monoisotopic): 238.0702

AlogP: -0.28

#Rotatable Bonds: 4

Polar Surface Area: 138.26

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.91

CX Basic pKa: 7.14

CX LogP: -2.84

CX LogD: -5.53

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.57

Np Likeness Score: -0.23

References

1. Bang-Andersen B, Lenz SM, Skjaerbaek N, Søby KK, Hansen HO, Ebert B, Bøgesø KP, Krogsgaard-Larsen P..  (1997)  Heteroaryl analogues of AMPA. Synthesis and quantitative structure-activity relationships.,  40  (18): [PMID:9288165] [10.1021/jm970253b]

Source

Source(1):

• Scientific Literature