(S)-1-(4-fluorophenyl)-4-(1-phenoxypropan-2-yloxy)pyridin-2(1H)-one

ID: ALA4573287

PubChem CID: 155563109

Max Phase: Preclinical

Molecular Formula: C20H18FNO3

Molecular Weight: 339.37

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H18FNO3/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-/m0/s1

Standard InChI Key:  QYCHJZCVLWVFSZ-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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    1.4349  -19.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4337  -20.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418  -20.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514  -20.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8486  -19.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1400  -18.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5548  -18.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2640  -19.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9702  -18.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6794  -19.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3856  -18.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0908  -19.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7948  -18.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960  -18.0590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0869  -17.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3766  -18.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0866  -16.8337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5037  -17.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2081  -18.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9153  -17.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9158  -16.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2031  -16.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4988  -16.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6230  -16.4266    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671  -18.0656    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  6
M  END

Alternative Forms

1. Parent:

   

   ALA4573287

   ---

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: 339.37

Molecular Weight (Monoisotopic): 339.1271

AlogP: 3.82

#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: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.21

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