3-Hydroxy-6-(((4-nitrophenyl)amino)picolinoyl)glycine

ID: ALA5219846

Chembl Id: CHEMBL5219846

PubChem CID: 156613406

Max Phase: Preclinical

Molecular Formula: C14H12N4O6

Molecular Weight: 332.27

Names and Identifiers

Canonical SMILES:  O=C(O)CNC(=O)c1nc(Nc2ccc([N+](=O)[O-])cc2)ccc1O

Standard InChI:  InChI=1S/C14H12N4O6/c19-10-5-6-11(17-13(10)14(22)15-7-12(20)21)16-8-1-3-9(4-2-8)18(23)24/h1-6,19H,7H2,(H,15,22)(H,16,17)(H,20,21)

Standard InChI Key:  ITMKUXMZMOBJES-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5219846

   ---

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: 332.27

Molecular Weight (Monoisotopic): 332.0757

AlogP: 1.25

#Rotatable Bonds: 6

Polar Surface Area: 154.69

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.22

CX Basic pKa: 3.28

CX LogP: 1.33

CX LogD: -1.50

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.45

Np Likeness Score: -1.17

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