(E)-4-(4-isobutoxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)but-2-enamide

ID: ALA3912629

Chembl Id: CHEMBL3912629

PubChem CID: 90026948

Max Phase: Preclinical

Molecular Formula: C14H18N4O2

Molecular Weight: 274.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H18N4O2/c1-9(2)7-20-14-12-10(4-3-5-11(15)19)6-16-13(12)17-8-18-14/h3,5-6,8-9H,4,7H2,1-2H3,(H2,15,19)(H,16,17,18)/b5-3+

Standard InChI Key:  HNRZIHVCJQLPHG-HWKANZROSA-N

Alternative Forms

1. Parent:

   

   ALA3912629

   (E)-4-[4-(2-methylpropoxy)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]but-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: 274.32

Molecular Weight (Monoisotopic): 274.1430

AlogP: 1.58

#Rotatable Bonds: 6

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: 12.52

CX Basic pKa: 5.07

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -0.08

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