3-(4-Chlorophenyl)-5-[4-(propan-2-yloxy)phenyl]pyridin-2-amine

ID: ALA4764356

PubChem CID: 162661285

Max Phase: Preclinical

Molecular Formula: C20H19ClN2O

Molecular Weight: 338.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(-c2cnc(N)c(-c3ccc(Cl)cc3)c2)cc1

Standard InChI:  InChI=1S/C20H19ClN2O/c1-13(2)24-18-9-5-14(6-10-18)16-11-19(20(22)23-12-16)15-3-7-17(21)8-4-15/h3-13H,1-2H3,(H2,22,23)

Standard InChI Key:  UKPKTCIIRKZNSE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   39.5682  -19.1701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4017  -16.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4006  -17.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1086  -17.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8183  -17.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8155  -16.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1068  -16.3105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5231  -17.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5231  -18.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2306  -19.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9386  -18.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9347  -17.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2266  -17.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5216  -16.3045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6944  -17.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9868  -17.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2792  -17.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2781  -18.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9905  -19.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6951  -18.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6475  -19.1676    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.8611  -18.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1527  -19.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8625  -17.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5  8  1  0
  6 14  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
  3 15  1  0
 11 21  1  0
 18  1  1  0
  1 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764356

   ---

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: 338.84

Molecular Weight (Monoisotopic): 338.1186

AlogP: 5.44

#Rotatable Bonds: 4

Polar Surface Area: 48.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.02

CX LogP: 5.04

CX LogD: 5.02

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.77

References

1. Dow RL,Ammirati M,Bagley SW,Bhattacharya SK,Buckbinder L,Cortes C,El-Kattan AF,Ford K,Freeman GB,Guimarães CRW,Liu S,Niosi M,Skoura A,Tess D.  (2018)  2-Aminopyridine-Based Mitogen-Activated Protein Kinase Kinase Kinase Kinase 4 (MAP4K4) Inhibitors: Assessment of Mechanism-Based Safety.,  61  (7): [PMID:29570292] [10.1021/acs.jmedchem.8b00152]

Source

Source(1):

• Scientific Literature