(R)-1-(4-chlorophenyl)-4-(1-phenoxypropan-2-yloxy)pyridin-2(1H)-one

ID: ALA4527797

PubChem CID: 155544343

Max Phase: Preclinical

Molecular Formula: C20H18ClNO3

Molecular Weight: 355.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](COc1ccccc1)Oc1ccn(-c2ccc(Cl)cc2)c(=O)c1

Standard InChI:  InChI=1S/C20H18ClNO3/c1-15(14-24-18-5-3-2-4-6-18)25-19-11-12-22(20(23)13-19)17-9-7-16(21)8-10-17/h2-13,15H,14H2,1H3/t15-/m1/s1

Standard InChI Key:  JGNOLTRJUXAMGE-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

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   33.6850  -26.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6839  -27.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3919  -27.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1016  -27.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0988  -26.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3901  -26.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8049  -26.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5142  -26.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2203  -26.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9296  -26.4619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6357  -26.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3409  -26.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0450  -26.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0461  -25.2321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3370  -24.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6268  -25.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3367  -24.0068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7539  -24.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4583  -25.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1655  -24.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1659  -24.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4533  -23.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7490  -24.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8731  -23.5997    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.2172  -25.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 16  2  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 14 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
  9 25  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4527797

   ---

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: 355.82

Molecular Weight (Monoisotopic): 355.0975

AlogP: 4.34

#Rotatable Bonds: 6

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -1.12

References

1. Yamada Y, Yohn SE, Gilliland K, Loch MT, Schulte ML, Rodriguez AL, Blobaum AL, Niswender CM, Conn PJ, Lindsley CW..  (2019)  Further exploration of an N-aryl phenoxyethoxy pyridinone-based series of mGlu₃ NAMs: Challenging SAR, enantiospecific activity and in vivo efficacy.,  29  (18): [PMID:31358468] [10.1016/j.bmcl.2019.07.030]

Source

Source(1):

• Scientific Literature