rac-(1R,2S)-2-((6-(4-(2-(dimethylamino)ethoxy)phenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)methyl)cyclobutanol

ID: ALA2087880

Chembl Id: CHEMBL2087880

PubChem CID: 58603347

Max Phase: Preclinical

Molecular Formula: C27H31N5O2

Molecular Weight: 457.58

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)CCOc1ccc(-c2[nH]c3ncnc(NC[C@@H]4CC[C@H]4O)c3c2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H31N5O2/c1-32(2)14-15-34-21-11-8-19(9-12-21)25-23(18-6-4-3-5-7-18)24-26(29-17-30-27(24)31-25)28-16-20-10-13-22(20)33/h3-9,11-12,17,20,22,33H,10,13-16H2,1-2H3,(H2,28,29,30,31)/t20-,22+/m0/s1

Standard InChI Key:  KETKNUMQXCOGMK-RBBKRZOGSA-N

Associated Targets(Human)

TNK2 Tclin Tyrosine kinase non-receptor protein 2 (2836 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Tnk2 Activated CDC42 kinase 1 (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 457.58Molecular Weight (Monoisotopic): 457.2478AlogP: 4.42#Rotatable Bonds: 9
Polar Surface Area: 86.30Molecular Species: BASEHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 12.38CX Basic pKa: 8.74CX LogP: 3.54CX LogD: 2.12
Aromatic Rings: 4Heavy Atoms: 34QED Weighted: 0.35Np Likeness Score: -0.21

References

1. Jiao X, Kopecky DJ, Liu J, Liu J, Jaen JC, Cardozo MG, Sharma R, Walker N, Wesche H, Li S, Farrelly E, Xiao SH, Wang Z, Kayser F..  (2012)  Synthesis and optimization of substituted furo[2,3-d]-pyrimidin-4-amines and 7H-pyrrolo[2,3-d]pyrimidin-4-amines as ACK1 inhibitors.,  22  (19): [PMID:22929232] [10.1016/j.bmcl.2012.08.020]

Source