5-Cyano-2-methylene-4-oxo-pentanoic acid

ID: ALA60980

PubChem CID: 10130060

Max Phase: Preclinical

Molecular Formula: C7H7NO3

Molecular Weight: 153.14

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H7NO3/c1-5(7(10)11)4-6(9)2-3-8/h1-2,4H2,(H,10,11)

Standard InChI Key:  PTEOHJWPEKAHBV-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
   -2.2583   -2.6750    0.0000 N   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
    0.6000   -3.4917    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
   -0.1125   -3.0792    0.0000 C   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
   -0.1208   -2.2542    0.0000 O   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
    2.7375   -3.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  3  0
  4 10  1  0
  5  1  1  0
  6  2  2  0
  7  5  1  0
  8  1  2  0
  9  7  2  0
 10  7  1  0
 11  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA60980

   5-Cyano-2-methylidene-4-oxopentanoic 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: 153.14

Molecular Weight (Monoisotopic): 153.0426

AlogP: 0.50

#Rotatable Bonds: 4

Polar Surface Area: 78.16

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.33

CX Basic pKa: ┄

CX LogP: 0.33

CX LogD: -3.19

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.60

Np Likeness Score: 0.67

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