(S)-4-(2-methyl-3-phenoxypropoxy)-1-m-tolylpyridin-2(1H)-one

ID: ALA4554871

PubChem CID: 155556417

Max Phase: Preclinical

Molecular Formula: C22H23NO3

Molecular Weight: 349.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(-n2ccc(OC[C@H](C)COc3ccccc3)cc2=O)c1

Standard InChI:  InChI=1S/C22H23NO3/c1-17-7-6-8-19(13-17)23-12-11-21(14-22(23)24)26-16-18(2)15-25-20-9-4-3-5-10-20/h3-14,18H,15-16H2,1-2H3/t18-/m1/s1

Standard InChI Key:  KIHWPJLHBQPIHX-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

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    5.7031  -27.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4192  -27.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1320  -27.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8439  -27.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5547  -27.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5558  -26.6547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8400  -26.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1230  -26.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8397  -25.4178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2703  -26.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9815  -26.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6955  -26.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6959  -25.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9765  -25.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2653  -25.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2742  -27.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612  -27.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453  -27.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152  -26.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4141  -27.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1288  -27.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425  -26.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271  -26.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9933  -28.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9735  -24.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 25  1  6
 15 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554871

   ---

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: 349.43

Molecular Weight (Monoisotopic): 349.1678

AlogP: 4.24

#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: 4.31

CX LogD: 4.31

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.89

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