N-((3-Hydroxy-6-(naphthalen-1-yl)pyridin-2-yl)carbonyl)glycine

ID: ALA5218636

Chembl Id: CHEMBL5218636

PubChem CID: 91799222

Max Phase: Preclinical

Molecular Formula: C18H14N2O4

Molecular Weight: 322.32

Names and Identifiers

Canonical SMILES:  O=C(O)CNC(=O)c1nc(-c2cccc3ccccc23)ccc1O

Standard InChI:  InChI=1S/C18H14N2O4/c21-15-9-8-14(20-17(15)18(24)19-10-16(22)23)13-7-3-5-11-4-1-2-6-12(11)13/h1-9,21H,10H2,(H,19,24)(H,22,23)

Standard InChI Key:  CQPTZSBTFPQERZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5218636

   N-{[3-Hydroxy-6-(Naphthalen-1-Yl)pyridin-2-Yl]carbonyl}glycine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 322.32

Molecular Weight (Monoisotopic): 322.0954

AlogP: 2.42

#Rotatable Bonds: 4

Polar Surface Area: 99.52

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.48

CX Basic pKa: 1.60

CX LogP: 2.92

CX LogD: -0.49

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -0.58

References

1. Shishodia S, Demetriades M, Zhang D, Tam NY, Maheswaran P, Clunie-O'Connor C, Tumber A, Leung IKH, Ng YM, Leissing TM, El-Sagheer AH, Salah E, Brown T, Aik WS, McDonough MA, Schofield CJ..  (2021)  Structure-Based Design of Selective Fat Mass and Obesity Associated Protein (FTO) Inhibitors.,  64  (22.0): [PMID:34762429] [10.1021/acs.jmedchem.1c01204]

Source

Source(1):

• Scientific Literature