(R)-2-((6-methylpyrimidin-4-yl)methyl)-1-(1-methylpyrrolidin-3-yl)-1H-imidazo[4,5-c]quinoline-8-carbonitrile

ID: ALA4521173

PubChem CID: 135325140

Max Phase: Preclinical

Molecular Formula: C22H21N7

Molecular Weight: 383.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Cc2nc3cnc4ccc(C#N)cc4c3n2[C@@H]2CCN(C)C2)ncn1

Standard InChI:  InChI=1S/C22H21N7/c1-14-7-16(26-13-25-14)9-21-27-20-11-24-19-4-3-15(10-23)8-18(19)22(20)29(21)17-5-6-28(2)12-17/h3-4,7-8,11,13,17H,5-6,9,12H2,1-2H3/t17-/m1/s1

Standard InChI Key:  NZGUBUFNKSWTBS-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   29.2455   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1760   -3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9932   -3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5846   -1.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9258   -2.4445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1485   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4727   -3.8829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1888   -5.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1876   -5.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8957   -6.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8939   -4.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6025   -5.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6033   -5.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3118   -6.3154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0201   -5.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3062   -4.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0120   -5.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6148   -4.5372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2814   -3.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6876   -3.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5048   -3.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4810   -4.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7732   -4.2761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9124   -3.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7288   -3.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1358   -3.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7205   -2.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9054   -2.3777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1395   -4.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  1  4  1  0
  4  5  1  0
  5  2  1  0
  5  6  1  0
  8  9  2  0
  9 10  1  0
 10 13  2  0
 12 11  2  0
 11  8  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 17  1  0
 16 12  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  7  1  0
  7 16  1  0
 19 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  3  0
  3  7  1  1
 21 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 21  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521173

   ---

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: 383.46

Molecular Weight (Monoisotopic): 383.1858

AlogP: 3.02

#Rotatable Bonds: 3

Polar Surface Area: 83.52

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 2.01

CX LogD: 0.40

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.30

References

1. Rosse G..  (2019)  Imidazoquinolines as Novel Inhibitors of LRRK2 Kinase Activity.,  10  (2): [PMID:30783493] [10.1021/acsmedchemlett.8b00654]

Source

Source(1):

• Scientific Literature