methyl 2-(3,4-dichlorophenyl)-2-(piperidin-2-yl)acetate

ID: ALA220195

Cas Number: 1400742-68-8

PubChem CID: 44418862

Max Phase: Preclinical

Molecular Formula: C14H17Cl2NO2

Molecular Weight: 302.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(c1ccc(Cl)c(Cl)c1)C1CCCCN1

Standard InChI:  InChI=1S/C14H17Cl2NO2/c1-19-14(18)13(12-4-2-3-7-17-12)9-5-6-10(15)11(16)8-9/h5-6,8,12-13,17H,2-4,7H2,1H3

Standard InChI Key:  JUKMAYKVHWKRKY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    9.5815  -25.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2994  -25.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0144  -25.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7317  -25.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7333  -24.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0117  -23.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2973  -24.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8696  -25.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8733  -24.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1654  -23.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4488  -24.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4446  -25.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1570  -25.5721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5788  -26.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4468  -23.9294    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.4435  -25.5828    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8646  -26.8092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2907  -26.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1525  -26.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  5  6  1  0
  1  2  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6  7  2  0
  1 14  1  0
  7  2  1  0
  5 15  1  0
  3  4  1  0
  4 16  1  0
  1  8  1  0
  8  9  1  0
 14 17  1  0
 14 18  2  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA220195

   3,4-Dichloromethylphenidate

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: 302.20

Molecular Weight (Monoisotopic): 301.0636

AlogP: 3.39

#Rotatable Bonds: 3

Polar Surface Area: 38.33

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 3.46

CX LogD: 1.86

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.87

Np Likeness Score: -0.22

References

1. Froimowitz M, Gu Y, Dakin LA, Nagafuji PM, Kelley CJ, Parrish D, Deschamps JR, Janowsky A..  (2007)  Slow-onset, long-duration, alkyl analogues of methylphenidate with enhanced selectivity for the dopamine transporter.,  50  (2): [PMID:17228864] [10.1021/jm0608614]

2. Froimowitz M, Gu Y, Dakin LA, Nagafuji PM, Kelley CJ, Parrish D, Deschamps JR, Janowsky A..  (2007)  Slow-onset, long-duration, alkyl analogues of methylphenidate with enhanced selectivity for the dopamine transporter.,  50  (2): [PMID:17228864] [10.1021/jm0608614]

Source

Source(1):

• Scientific Literature