(2S)-2-Amino-5-[(hydroxy)phosphinyl]pentanoic Acid

ID: ALA1089174

PubChem CID: 14376076

Max Phase: Preclinical

Molecular Formula: C5H12NO4P

Molecular Weight: 181.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CCC[PH](=O)O)C(=O)O

Standard InChI:  InChI=1S/C5H12NO4P/c6-4(5(7)8)2-1-3-11(9)10/h4,11H,1-3,6H2,(H,7,8)(H,9,10)/t4-/m0/s1

Standard InChI Key:  ZHJOHIXDEYEIAU-BYPYZUCNSA-N

Molfile:  

     RDKit          2D

 11 10  0  0  0  0  0  0  0  0999 V2000
    6.2610   -3.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9755   -2.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -2.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320   -3.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1175   -2.7867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320   -4.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -1.9617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6899   -3.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4044   -2.7867    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.1189   -3.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4044   -1.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  6  2  0
  1  2  1  0
  3  7  1  1
  3  4  1  0
  2  8  1  0
  8  9  1  0
  4  5  1  0
  9 10  1  0
  1  3  1  0
  9 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089174

   (2S)-2-Amino-5-[(hydroxy)phosphinyl]pentanoic 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: 181.13

Molecular Weight (Monoisotopic): 181.0504

AlogP: -0.35

#Rotatable Bonds: 5

Polar Surface Area: 100.62

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.03

CX Basic pKa: 9.53

CX LogP: -3.53

CX LogD: -6.72

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.50

Np Likeness Score: 0.88

References

1. Selvam C, Oueslati N, Lemasson IA, Brabet I, Rigault D, Courtiol T, Cesarini S, Triballeau N, Bertrand HO, Goudet C, Pin JP, Acher FC..  (2010)  A virtual screening hit reveals new possibilities for developing group III metabotropic glutamate receptor agonists.,  53  (7): [PMID:20218620] [10.1021/jm901523t]

Source

Source(1):

• Scientific Literature