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

ID: ALA94860

PubChem CID: 10800053

Max Phase: Preclinical

Molecular Formula: C7H8N6O4

Molecular Weight: 240.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1c(O)noc1-c1nn[nH]n1)C(=O)O

Standard InChI:  InChI=1S/C7H8N6O4/c8-3(7(15)16)1-2-4(17-11-6(2)14)5-9-12-13-10-5/h3H,1,8H2,(H,11,14)(H,15,16)(H,9,10,12,13)

Standard InChI Key:  VETYVISPRTYAAW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    4.0167   -6.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -5.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292   -6.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -6.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -6.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125   -6.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -7.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -8.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -7.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -4.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -3.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750   -4.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125   -5.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625   -4.1042    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  3  1  0
  7  6  2  0
  8 10  1  0
  9  2  1  0
 10  3  2  0
 11  2  1  0
 12 13  1  0
 13 11  1  0
 14 12  2  0
 15  9  1  0
 16 13  1  0
 17 12  1  0
  9  5  2  0
  8  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA94860

   2-amino-3-[3-oxo-5-(2H-tetrazol-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: 240.18

Molecular Weight (Monoisotopic): 240.0607

AlogP: -1.49

#Rotatable Bonds: 4

Polar Surface Area: 164.04

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.69

CX Basic pKa: 8.81

CX LogP: -2.76

CX LogD: -6.78

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.50

Np Likeness Score: -0.52

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