(Z)-2-fluoro-3-(4-isobutoxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)acrylamide

ID: ALA3897133

Chembl Id: CHEMBL3897133

PubChem CID: 118236738

Max Phase: Preclinical

Molecular Formula: C13H15FN4O2

Molecular Weight: 278.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)COc1ncnc2[nH]cc(/C=C(\F)C(N)=O)c12

Standard InChI:  InChI=1S/C13H15FN4O2/c1-7(2)5-20-13-10-8(3-9(14)11(15)19)4-16-12(10)17-6-18-13/h3-4,6-7H,5H2,1-2H3,(H2,15,19)(H,16,17,18)/b9-3-

Standard InChI Key:  KDIQGWYECCPTCS-OQFOIZHKSA-N

Alternative Forms

1. Parent:

   

   ALA3897133

   (Z)-2-fluoro-3-[4-(2-methylpropoxy)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]prop-2-enamide

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: 278.29

Molecular Weight (Monoisotopic): 278.1179

AlogP: 1.79

#Rotatable Bonds: 5

Polar Surface Area: 93.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.97

CX Basic pKa: 4.99

CX LogP: 1.48

CX LogD: 1.48

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: -0.67

References

1.  (2014)  4-alkoxy/aralkoxy-5-substituted-pyrrolopyrimidine compounds as TAK1 inhibitors in disease treatment, 

2.  (2016)  4-alkoxy/aralkoxy-5-substituted-pyrrolopyrimidine compounds as TAK1 inhibitors in disease treatment, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data