6-(((5-Aminopyridin-2-yl)amino)-3-hydroxypicolinoyl)glycine

ID: ALA5220148

Chembl Id: CHEMBL5220148

PubChem CID: 168299203

Max Phase: Preclinical

Molecular Formula: C13H13N5O4

Molecular Weight: 303.28

Names and Identifiers

Canonical SMILES:  Nc1ccc(Nc2ccc(O)c(C(=O)NCC(=O)O)n2)nc1

Standard InChI:  InChI=1S/C13H13N5O4/c14-7-1-3-9(15-5-7)17-10-4-2-8(19)12(18-10)13(22)16-6-11(20)21/h1-5,19H,6,14H2,(H,16,22)(H,20,21)(H,15,17,18)

Standard InChI Key:  VHRHISVDVXQRMH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5220148

   ---

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: 303.28

Molecular Weight (Monoisotopic): 303.0968

AlogP: 0.32

#Rotatable Bonds: 5

Polar Surface Area: 150.46

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.52

CX Basic pKa: 6.48

CX LogP: -1.06

CX LogD: -2.67

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -0.83

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