(E)-3-(3,4-dihydroxy-5-nitrophenyl)-2-(piperidine-1-carbonyl)acrylonitrile

ID: ALA525388

Chembl Id: CHEMBL525388

Cas Number: 1150310-15-8

PubChem CID: 44592489

Max Phase: Preclinical

Molecular Formula: C15H15N3O5

Molecular Weight: 317.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1cc(O)c(O)c([N+](=O)[O-])c1)C(=O)N1CCCCC1

Standard InChI:  InChI=1S/C15H15N3O5/c16-9-11(15(21)17-4-2-1-3-5-17)6-10-7-12(18(22)23)14(20)13(19)8-10/h6-8,19-20H,1-5H2/b11-6+

Standard InChI Key:  NVHDZUJODMCISU-IZZDOVSWSA-N

Alternative Forms

1. Parent:

   

   ALA525388

   (2E)-3-(3,4-Dihydroxy-5-nitrophenyl)-2-(piperidin-1-ylcarbonyl)prop-2-ennitrile

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: 317.30

Molecular Weight (Monoisotopic): 317.1012

AlogP: 1.93

#Rotatable Bonds: 3

Polar Surface Area: 127.70

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.09

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 0.52

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.29

Np Likeness Score: -0.91

References

1. Zhou W, Li HB, Xia CN, Zheng XM, Hu WX..  (2009)  The synthesis and biological evaluation of some caffeic acid amide derivatives: E-2-cyano-(3-substituted phenyl)acrylamides.,  19  (7): [PMID:19272773] [10.1016/j.bmcl.2009.02.081]

2.  (2018)  FTO inhibitors, 

3. Perry GS, Das M, Woon ECY..  (2021)  Inhibition of AlkB Nucleic Acid Demethylases: Promising New Epigenetic Targets.,  64  (23.0): [PMID:34792334] [10.1021/acs.jmedchem.1c01694]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data