(E)-3-(4-(3-fluorophenoxy)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)acrylamide

ID: ALA3969384

Chembl Id: CHEMBL3969384

PubChem CID: 73052222

Max Phase: Preclinical

Molecular Formula: C16H13FN4O2

Molecular Weight: 312.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)/C=C/c1c[nH]c2ncnc(OCc3cccc(F)c3)c12

Standard InChI:  InChI=1S/C16H13FN4O2/c17-12-3-1-2-10(6-12)8-23-16-14-11(4-5-13(18)22)7-19-15(14)20-9-21-16/h1-7,9H,8H2,(H2,18,22)(H,19,20,21)/b5-4+

Standard InChI Key:  KFTLSWHJVMUFGV-SNAWJCMRSA-N

Alternative Forms

1. Parent:

   

   ALA3969384

   (E)-3-[4-[(3-fluorophenyl)methoxy]-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: 312.30

Molecular Weight (Monoisotopic): 312.1023

AlogP: 2.17

#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: 12.68

CX Basic pKa: 4.98

CX LogP: 2.18

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -1.04

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