2-(2-Cyano-acetylamino)-acrylic acid

ID: ALA298600

Cas Number: 133626-26-3

PubChem CID: 10154154

Max Phase: Preclinical

Molecular Formula: C6H6N2O3

Molecular Weight: 154.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)CC#N)C(=O)O

Standard InChI:  InChI=1S/C6H6N2O3/c1-4(6(10)11)8-5(9)2-3-7/h1-2H2,(H,8,9)(H,10,11)

Standard InChI Key:  ZDERGWXXIIOCNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 10  0  0  0  0  0  0  0  0999 V2000
    1.3125   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -3.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -3.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583   -2.6750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5375   -3.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -4.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -2.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -3.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  6  3  0
  5  3  1  0
  6  7  1  0
  7  5  1  0
  8  2  2  0
  9  5  2  0
 10  1  2  0
 11  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA298600

   2-[(2-cyanoacetyl)amino]prop-2-enoic 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: 154.12

Molecular Weight (Monoisotopic): 154.0378

AlogP: -0.39

#Rotatable Bonds: 3

Polar Surface Area: 90.19

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.98

CX Basic pKa: ┄

CX LogP: -0.85

CX LogD: -4.39

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.54

Np Likeness Score: -0.50

References

1. Wu YQ, Mobashery S..  (1991)  Targeting renal dipeptidase (dehydropeptidase I) for inactivation by mechanism-based inactivators.,  34  (6): [PMID:2061929] [10.1021/jm00110a025]

Source

Source(1):

• Scientific Literature