6-(((4-Aminophenyl)amino)-3-hydroxypicolinoyl)glycine

ID: ALA5220431

Chembl Id: CHEMBL5220431

PubChem CID: 168299326

Max Phase: Preclinical

Molecular Formula: C14H14N4O4

Molecular Weight: 302.29

Names and Identifiers

Canonical SMILES:  Nc1ccc(Nc2ccc(O)c(C(=O)NCC(=O)O)n2)cc1

Standard InChI:  InChI=1S/C14H14N4O4/c15-8-1-3-9(4-2-8)17-11-6-5-10(19)13(18-11)14(22)16-7-12(20)21/h1-6,19H,7,15H2,(H,16,22)(H,17,18)(H,20,21)

Standard InChI Key:  JCSJQUCGCIEKPQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5220431

   ---

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: 302.29

Molecular Weight (Monoisotopic): 302.1015

AlogP: 0.93

#Rotatable Bonds: 5

Polar Surface Area: 137.57

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.41

CX Basic pKa: 4.85

CX LogP: -0.25

CX LogD: -2.15

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: -0.77

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