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

ID: ALA441460

PubChem CID: 10824747

Max Phase: Preclinical

Molecular Formula: C9H11N5O4

Molecular Weight: 253.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cnc(-c2onc(O)c2CC(N)C(=O)O)n1

Standard InChI:  InChI=1S/C9H11N5O4/c1-14-3-11-7(12-14)6-4(8(15)13-18-6)2-5(10)9(16)17/h3,5H,2,10H2,1H3,(H,13,15)(H,16,17)

Standard InChI Key:  GEEFQPZFVXQGCJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    3.7125   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250   -5.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -5.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -5.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -4.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542   -3.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -6.5542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -5.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792   -2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -1.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1667   -3.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042   -3.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -2.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -7.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  3  1  0
  5  3  2  0
  6  1  1  0
  7  6  1  0
  8  2  1  0
  9  2  1  0
 10  5  1  0
 11  4  2  0
 12 13  1  0
 13  9  1  0
 14 12  2  0
 15  8  1  0
 16 13  1  0
 17 12  1  0
 18 10  1  0
  8  7  2  0
 10 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA441460

   2-Amino-3-[5-(1-methyl-1,2,4-triazol-3-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: 253.22

Molecular Weight (Monoisotopic): 253.0811

AlogP: -0.87

#Rotatable Bonds: 4

Polar Surface Area: 140.29

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.89

CX Basic pKa: 7.09

CX LogP: -2.71

CX LogD: -4.36

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.64

Np Likeness Score: -0.36

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