3-Hydroxy-6-(((4-(methylcarbamoyl)phenyl)amino)picolinoyl)glycine

ID: ALA5219336

Chembl Id: CHEMBL5219336

PubChem CID: 168299280

Max Phase: Preclinical

Molecular Formula: C16H16N4O5

Molecular Weight: 344.33

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc(Nc2ccc(O)c(C(=O)NCC(=O)O)n2)cc1

Standard InChI:  InChI=1S/C16H16N4O5/c1-17-15(24)9-2-4-10(5-3-9)19-12-7-6-11(21)14(20-12)16(25)18-8-13(22)23/h2-7,21H,8H2,1H3,(H,17,24)(H,18,25)(H,19,20)(H,22,23)

Standard InChI Key:  YHYRUQPHDXKLHX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5219336

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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: 344.33

Molecular Weight (Monoisotopic): 344.1121

AlogP: 0.70

#Rotatable Bonds: 6

Polar Surface Area: 140.65

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.84

CX Basic pKa: 4.02

CX LogP: 0.37

CX LogD: -2.36

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -0.89

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