(S)-1-(4-fluorophenyl)-4-(2-phenoxypropoxy)pyridin-2(1H)-one

ID: ALA4172540

Chembl Id: CHEMBL4172540

PubChem CID: 145949267

Max Phase: Preclinical

Molecular Formula: C20H18FNO3

Molecular Weight: 339.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](COc1ccn(-c2ccc(F)cc2)c(=O)c1)Oc1ccccc1

Standard InChI:  InChI=1S/C20H18FNO3/c1-15(25-18-5-3-2-4-6-18)14-24-19-11-12-22(20(23)13-19)17-9-7-16(21)8-10-17/h2-13,15H,14H2,1H3/t15-/m0/s1

Standard InChI Key:  AUMJXOXUSGIUCB-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA4172540

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

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: -1.17

References

1. Engers JL, Bollinger KA, Weiner RL, Rodriguez AL, Long MF, Breiner MM, Chang S, Bollinger SR, Bubser M, Jones CK, Morrison RD, Bridges TM, Blobaum AL, Niswender CM, Conn PJ, Emmitte KA, Lindsley CW..  (2017)  Design and Synthesis of N-Aryl Phenoxyethoxy Pyridinones as Highly Selective and CNS Penetrant mGlu3 NAMs.,  8  (9): [PMID:28947938] [10.1021/acsmedchemlett.7b00249]

2. 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