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

ID: ALA318467

PubChem CID: 10752476

Max Phase: Preclinical

Molecular Formula: C8H9N5O4

Molecular Weight: 239.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1c(O)noc1-c1nc[nH]n1)C(=O)O

Standard InChI:  InChI=1S/C8H9N5O4/c9-4(8(15)16)1-3-5(17-13-7(3)14)6-10-2-11-12-6/h2,4H,1,9H2,(H,13,14)(H,15,16)(H,10,11,12)

Standard InChI Key:  IMVRZWRPWASEGO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.5542   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -6.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -5.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8875   -5.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -4.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -5.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -7.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0917   -6.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -6.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5375   -2.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -3.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -4.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -3.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  4  1  0
  6  2  1  0
  7  3  1  0
  8  2  1  0
  9 10  1  0
 10  3  2  0
 11 13  1  0
 12  7  2  0
 13  8  1  0
 14 11  2  0
 15  6  1  0
 16 13  1  0
 17 11  1  0
  6  5  2  0
  9 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA318467

   2-amino-3-[3-oxo-5-(1H-1,2,4-triazol-5-yl)-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: 239.19

Molecular Weight (Monoisotopic): 239.0655

AlogP: -0.88

#Rotatable Bonds: 4

Polar Surface Area: 151.15

Molecular Species: ZWITTERION

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.77

CX Basic pKa: 9.98

CX LogP: -2.75

CX LogD: -4.31

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.54

Np Likeness Score: -0.50

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