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

ID: ALA4574649

PubChem CID: 155563969

Max Phase: Preclinical

Molecular Formula: C21H21NO4

Molecular Weight: 351.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ccc(O[C@H](C)COc3ccccc3)cc2=O)cc1

Standard InChI:  InChI=1S/C21H21NO4/c1-16(15-25-19-6-4-3-5-7-19)26-20-12-13-22(21(23)14-20)17-8-10-18(24-2)11-9-17/h3-14,16H,15H2,1-2H3/t16-/m1/s1

Standard InChI Key:  NUESXZYGSOAJKX-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

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   11.2111   -6.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9192   -6.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6288   -6.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6260   -5.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9174   -4.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -4.8845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0414   -5.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7476   -4.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4568   -5.2851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1630   -4.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8682   -5.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5722   -4.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5734   -4.0553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8643   -3.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1540   -4.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8640   -2.8300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2811   -3.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9855   -4.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6927   -3.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6932   -2.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9805   -2.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2762   -2.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7445   -4.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4004   -2.4229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1086   -2.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 24  1  1
 21 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4574649

   ---

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: 351.40

Molecular Weight (Monoisotopic): 351.1471

AlogP: 3.69

#Rotatable Bonds: 7

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -0.86

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