(S)-2-(2,6-dichlorophenyl)-1-(1-methyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

ID: ALA4519818

PubChem CID: 132016545

Max Phase: Preclinical

Molecular Formula: C18H17Cl2NO

Molecular Weight: 334.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1c2ccccc2CCN1C(=O)Cc1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C18H17Cl2NO/c1-12-14-6-3-2-5-13(14)9-10-21(12)18(22)11-15-16(19)7-4-8-17(15)20/h2-8,12H,9-11H2,1H3/t12-/m0/s1

Standard InChI Key:  SUTPENAAFLOLOK-LBPRGKRZSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   38.1507  -12.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1495  -13.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8576  -13.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8558  -11.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5644  -12.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5633  -13.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2695  -13.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9813  -13.1635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9825  -12.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2718  -11.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2672  -14.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6879  -13.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6856  -14.3913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3967  -13.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1033  -13.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0956  -14.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8014  -14.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5112  -14.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5108  -13.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8045  -13.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3853  -14.7968    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.8020  -12.3511    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  1
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 16 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519818

   ---

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: 334.25

Molecular Weight (Monoisotopic): 333.0687

AlogP: 4.68

#Rotatable Bonds: 2

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -0.93

References

1. Hall A, Provins L, Valade A..  (2019)  Novel Strategies To Activate the Dopamine D₁ Receptor: Recent Advances in Orthosteric Agonism and Positive Allosteric Modulation.,  62  (1): [PMID:30525590] [10.1021/acs.jmedchem.8b01767]

Source

Source(1):

• Scientific Literature