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

ID: ALA1076865

PubChem CID: 46197780

Max Phase: Preclinical

Molecular Formula: C7H13ClNO6P

Molecular Weight: 273.61

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H13ClNO6P/c8-4(6(10)11)3-16(14,15)2-1-5(9)7(12)13/h4-5H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4?,5-/m0/s1

Standard InChI Key:  FQUOPRSIELVFTB-AKGZTFGVSA-N

Molfile:  

     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
    5.5735  -19.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2880  -18.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0024  -19.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7169  -18.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0024  -19.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9943  -18.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8589  -18.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445  -19.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300  -18.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445  -19.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8589  -17.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4314  -19.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1459  -18.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8604  -19.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1459  -17.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4314  -19.8876    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
 12 13  1  0
  1  7  1  0
 13 14  1  0
  3  4  1  0
 13 15  2  0
  7  8  1  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1076865

   (3S)-3-[((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl]-2-chloropropanoic 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: 273.61

Molecular Weight (Monoisotopic): 273.0169

AlogP: -0.25

#Rotatable Bonds: 7

Polar Surface Area: 137.92

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.63

CX Basic pKa: 9.53

CX LogP: -2.92

CX LogD: -9.09

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.37

Np Likeness Score: 0.73

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