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

ID: ALA98723

PubChem CID: 10610792

Max Phase: Preclinical

Molecular Formula: C10H12N4O4

Molecular Weight: 252.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ccnc1-c1onc(O)c1CC(N)C(=O)O

Standard InChI:  InChI=1S/C10H12N4O4/c1-14-3-2-12-8(14)7-5(9(15)13-18-7)4-6(11)10(16)17/h2-3,6H,4,11H2,1H3,(H,13,15)(H,16,17)

Standard InChI Key:  BCLMRTYDVWUZQC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    3.4292   -5.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500   -4.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -5.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -5.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667   -6.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -3.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -5.9292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -3.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417   -6.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250   -7.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125   -2.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -3.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -4.5417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -3.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -7.2917    0.0000 C   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  3  2  0
 10 11  1  0
 11  8  1  0
 12  9  1  0
 13  7  1  0
 14 10  2  0
 15  6  1  0
 16 11  1  0
 17 10  1  0
 18  7  1  0
  6  5  2  0
 13 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA98723

   2-Amino-3-[5-(1-methylimidazol-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: 252.23

Molecular Weight (Monoisotopic): 252.0859

AlogP: -0.26

#Rotatable Bonds: 4

Polar Surface Area: 127.40

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.00

CX Basic pKa: 7.27

CX LogP: -2.52

CX LogD: -3.93

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.68

Np Likeness Score: -0.40

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