((2S*,3S*)-3-Cyano-3-methylaziridin-2-yl)phosphonic acid

ID: ALA4513549

PubChem CID: 155538926

Max Phase: Preclinical

Molecular Formula: C4H7N2O3P

Molecular Weight: 162.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@]1(C#N)N[C@H]1P(=O)(O)O

Standard InChI:  InChI=1S/C4H7N2O3P/c1-4(2-5)3(6-4)10(7,8)9/h3,6H,1H3,(H2,7,8,9)/t3-,4-/m0/s1

Standard InChI Key:  XXYAHZTTZHJSQA-IMJSIDKUSA-N

Molfile:  

 
     RDKit          2D

 10 10  0  0  0  0  0  0  0  0999 V2000
   11.5917  -12.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0063  -12.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1809  -12.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8313  -12.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4209  -11.3683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5462  -12.4958    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.3597  -12.0801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5458  -13.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2614  -12.0858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2574  -12.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  3  2  1  0
  4  2  1  0
  5  4  1  0
  2  5  1  0
  4  6  1  1
  3  7  3  0
  6  8  2  0
  6  9  1  0
  6 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513549

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 162.09

Molecular Weight (Monoisotopic): 162.0194

AlogP: -0.62

#Rotatable Bonds: 1

Polar Surface Area: 103.26

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.45

CX Basic pKa: ┄

CX LogP: -1.48

CX LogD: -3.89

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.35

Np Likeness Score: 0.36

References

1. Carramiñana V, Ochoa de Retana AM, Vélez Del Burgo A, de Los Santos JM, Palacios F..  (2019)  Synthesis and biological evaluation of cyanoaziridine phosphine oxides and phosphonates with antiproliferative activity.,  163  [PMID:30576904] [10.1016/j.ejmech.2018.12.002]

Source

Source(1):

• Scientific Literature