5-(3-(7-oxabicyclo[2.2.1]heptan-1-ylmethoxy)phenyl)-7-((cis)-3-(azetidin-1-ylmethyl)cyclobutyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

ID: ALA3785500

Chembl Id: CHEMBL3785500

PubChem CID: 67035106

Max Phase: Preclinical

Molecular Formula: C27H33N5O2

Molecular Weight: 459.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1cccc(OCC34CCC(CC3)O4)c1)cn2[C@H]1C[C@@H](CN2CCC2)C1

Standard InChI:  InChI=1S/C27H33N5O2/c28-25-24-23(19-3-1-4-22(13-19)33-16-27-7-5-21(34-27)6-8-27)15-32(26(24)30-17-29-25)20-11-18(12-20)14-31-9-2-10-31/h1,3-4,13,15,17-18,20-21H,2,5-12,14,16H2,(H2,28,29,30)/t18-,20+,21?,27?

Standard InChI Key:  LYOCYPVMXHFJAK-YFHMBBFDSA-N

Alternative Forms

1. Parent:

   

   ALA3785500

   7-(3-azetidin-1-ylmethyl-cyclobutyl)-5-[3-(7-oxa-bicyclo[2.2.1]hept-1-ylmethoxy)-phenyl]-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

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: 459.59

Molecular Weight (Monoisotopic): 459.2634

AlogP: 4.43

#Rotatable Bonds: 7

Polar Surface Area: 78.43

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.31

CX LogP: 3.24

CX LogD: 1.31

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: 0.03

References

1. Fairhurst RA, Marsilje TH, Stutz S, Boos A, Niklaus M, Chen B, Jiang S, Lu W, Furet P, McCarthy C, Stauffer F, Guagnano V, Vaupel A, Michellys PY, Schnell C, Jeay S..  (2016)  Optimisation of a 5-[3-phenyl-(2-cyclic-ether)-methyl-ether]-4-aminopyrrolopyrimidine series of IGF-1R inhibitors.,  26  (8): [PMID:26951753] [10.1016/j.bmcl.2016.02.075]

Source

Source(1):

• Scientific Literature