2-cyano-3-(2,4-dichlorophenyl)but-2-enamide

ID: ALA4530191

PubChem CID: 141701414

Max Phase: Preclinical

Molecular Formula: C11H8Cl2N2O

Molecular Weight: 255.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=C(C#N)C(N)=O)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C11H8Cl2N2O/c1-6(9(5-14)11(15)16)8-3-2-7(12)4-10(8)13/h2-4H,1H3,(H2,15,16)

Standard InChI Key:  MJNZHUHCIXDTLG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    4.8965   -6.9430    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8965   -7.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6056   -8.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188   -7.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188   -6.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0279   -8.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7370   -7.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4502   -7.3516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0279   -8.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7370   -9.4029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188   -9.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6056   -8.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8965   -9.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1874   -8.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4784   -9.4029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1874   -8.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  3  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
  3 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  2 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530191

   ---

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: 255.10

Molecular Weight (Monoisotopic): 254.0014

AlogP: 2.78

#Rotatable Bonds: 2

Polar Surface Area: 66.88

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.68

CX Basic pKa: ┄

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: -1.29

References

1. Stadler M, Monticelli S, Seidel T, Luger D, Salzer I, Boehm S, Holzer W, Schwarzer C, Urban E, Khom S, Langer T, Pace V, Hering S..  (2018)  Design, Synthesis, and Pharmacological Evaluation of Novel β2/3 Subunit-Selective γ-Aminobutyric Acid Type A (GABA_A) Receptor Modulators.,  62  (1): [PMID:30289721] [10.1021/acs.jmedchem.8b00859]

Source

Source(1):

• Scientific Literature