N-benzyl-N-(4-(5-(3,3-difluoroazetidin-1-ylsulfonyl)-3-methylpyridin-2-yl)phenyl)-2,4-dihydroxybenzamide

ID: ALA3730484

PubChem CID: 127024787

Max Phase: Preclinical

Molecular Formula: C29H25F2N3O5S

Molecular Weight: 565.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(S(=O)(=O)N2CC(F)(F)C2)cnc1-c1ccc(N(Cc2ccccc2)C(=O)c2ccc(O)cc2O)cc1

Standard InChI:  InChI=1S/C29H25F2N3O5S/c1-19-13-24(40(38,39)33-17-29(30,31)18-33)15-32-27(19)21-7-9-22(10-8-21)34(16-20-5-3-2-4-6-20)28(37)25-12-11-23(35)14-26(25)36/h2-15,35-36H,16-18H2,1H3

Standard InChI Key:  FFQYFHZBUVXVOE-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3730484

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 565.60

Molecular Weight (Monoisotopic): 565.1483

AlogP: 4.95

#Rotatable Bonds: 7

Polar Surface Area: 111.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.83

CX Basic pKa: 1.03

CX LogP: 4.96

CX LogD: 4.82

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.33

Np Likeness Score: -1.10

References

1.  (2015)  Resorcinol n-aryl amide compounds, for use as pyruvate dehydrogenase kinase inhibitors, 

2. Morrell, J A JA and 5 more authors.  2003-12  AZD7545 is a selective inhibitor of pyruvate dehydrogenase kinase 2.  [PMID:14641019]

3. Meng, Tao T and 10 more authors.  2014-12-11  Discovery and optimization of 4,5-diarylisoxazoles as potent dual inhibitors of pyruvate dehydrogenase kinase and heat shock protein 90.  [PMID:25383915]

4. Moore, Jonathan D and 12 more authors.  2014-12-30  VER-246608, a novel pan-isoform ATP competitive inhibitor of pyruvate dehydrogenase kinase, disrupts Warburg metabolism and induces context-dependent cytostasis in cancer cells.  [PMID:25404640]

5. Narayan, Satya S and 7 more authors.  2019-01-01  ASR352, A potent anticancer agent: Synthesis, preliminary SAR, and biological activities against colorectal cancer bulk, 5-fluorouracil/oxaliplatin resistant and stem cells.  [PMID:30384048]

Source

Source(1):

• Patent Bioactivity Data