(S)-1-(3-chlorophenyl)-4-(2-methyl-3-phenoxypropoxy)pyridin-2(1H)-one

ID: ALA4520808

PubChem CID: 155542406

Max Phase: Preclinical

Molecular Formula: C21H20ClNO3

Molecular Weight: 369.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](COc1ccccc1)COc1ccn(-c2cccc(Cl)c2)c(=O)c1

Standard InChI:  InChI=1S/C21H20ClNO3/c1-16(14-25-19-8-3-2-4-9-19)15-26-20-10-11-23(21(24)13-20)18-7-5-6-17(22)12-18/h2-13,16H,14-15H2,1H3/t16-/m1/s1

Standard InChI Key:  OOUZESCBMLGWKJ-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

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    3.7182  -10.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330  -11.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495  -10.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1466   -9.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4312   -9.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8645  -11.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2934  -11.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0073  -10.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7224  -11.0753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4362  -10.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1462  -11.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8579  -10.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8609   -9.8407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1459   -9.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4280   -9.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1474   -8.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5741   -9.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2880   -9.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0029   -9.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0051   -8.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2865   -8.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5746   -8.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2948  -11.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7163   -9.8518    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 25  1  6
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520808

   ---

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: 369.85

Molecular Weight (Monoisotopic): 369.1132

AlogP: 4.58

#Rotatable Bonds: 7

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: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -0.99

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