(3S)-3-[((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl]-2-(hydroxymethyl)ethanoic Acid

ID: ALA1092316

Max Phase: Preclinical

Molecular Formula: C6H12NO7P

Molecular Weight: 241.14

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H12NO7P/c7-3(4(8)9)1-2-15(13,14)6(12)5(10)11/h3,6,12H,1-2,7H2,(H,8,9)(H,10,11)(H,13,14)/t3-,6?/m0/s1

Standard InChI Key:  SOZDQFDBWAJREO-FWRGRRDFSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
   14.5524  -26.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2669  -26.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9814  -26.7947    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.6958  -26.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9814  -27.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9732  -25.9652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8379  -26.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1234  -26.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4089  -26.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1234  -27.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8379  -25.5572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4103  -26.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6958  -25.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4103  -27.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1249  -26.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  8  9  1  0
  3  5  1  0
  8 10  2  0
  2  3  1  0
  7 11  1  1
  3  6  2  0
  4 12  1  0
  1  2  1  0
  4 13  1  0
  1  7  1  0
 12 14  2  0
  3  4  1  0
 12 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092316

   ---

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: 241.14

Molecular Weight (Monoisotopic): 241.0351

AlogP: -1.54

#Rotatable Bonds: 6

Polar Surface Area: 158.15

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.00

CX Basic pKa: 9.53

CX LogP: -3.99

CX LogD: -10.49

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.35

Np Likeness Score: 0.81

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