rac-2-(4-Chloro-2-methylphenoxy)propanenitrile

ID: ALA4527239

PubChem CID: 60644249

Max Phase: Preclinical

Molecular Formula: C10H10ClNO

Molecular Weight: 195.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)ccc1OC(C)C#N

Standard InChI:  InChI=1S/C10H10ClNO/c1-7-5-9(11)3-4-10(7)13-8(2)6-12/h3-5,8H,1-2H3

Standard InChI Key:  KLILTUAAJXVBJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   21.3931  -17.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3931  -18.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1022  -19.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8154  -18.7471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5245  -19.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5245  -19.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2336  -18.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9468  -18.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1022  -19.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3931  -20.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6840  -19.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9749  -20.3897    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.6840  -19.1598    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
  5  6  1  0
  5  7  1  0
  7  8  3  0
  3  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  2 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527239

   2-(4-Chloro-2-methylphenoxy)propanenitrile

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: 195.65

Molecular Weight (Monoisotopic): 195.0451

AlogP: 2.94

#Rotatable Bonds: 2

Polar Surface Area: 33.02

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.73

Np Likeness Score: -1.54

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