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

ID: ALA4474204

PubChem CID: 155536972

Max Phase: Preclinical

Molecular Formula: C21H20ClNO3

Molecular Weight: 369.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](COc1ccccc1)COc1ccn(-c2ccc(Cl)cc2)c(=O)c1

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

Standard InChI Key:  GDFQLBDJZAKUPU-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

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    3.5640  -17.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788  -18.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8531  -17.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5682  -18.1627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2820  -17.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7038  -17.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7067  -16.9281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2739  -16.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9933  -15.6896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1338  -16.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8510  -15.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1324  -15.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4205  -15.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1406  -18.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5658  -15.2871    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4474204

   ---

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: -0.84

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