2-(2,3-Dimethyl-phenoxy)-4-[5-(4-fluoro-phenyl)-3-piperidin-4-yl-3H-imidazol-4-yl]-pyrimidine

ID: ALA14212

Chembl Id: CHEMBL14212

PubChem CID: 18536630

Max Phase: Preclinical

Molecular Formula: C26H26FN5O

Molecular Weight: 443.53

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(2): SB-284847-BT | SB-284847

Canonical SMILES:  Cc1cccc(Oc2nccc(-c3c(-c4ccc(F)cc4)ncn3C3CCNCC3)n2)c1C

Standard InChI:  InChI=1S/C26H26FN5O/c1-17-4-3-5-23(18(17)2)33-26-29-15-12-22(31-26)25-24(19-6-8-20(27)9-7-19)30-16-32(25)21-10-13-28-14-11-21/h3-9,12,15-16,21,28H,10-11,13-14H2,1-2H3

Standard InChI Key:  YJNZNIAEANFDMJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA14212

   2-(2,3-Dimethylphenoxy)-4-[4-(4-Fluorophenyl)-1-(Piperidin-4-Yl)-1h-Imidazol-5-Yl]pyrimidine

2. Alternative Forms:

   

   ALA14212

   2-(2,3-Dimethylphenoxy)-4-[5-(4-fluorophenyl)-3-piperidin-4-ylimidazol-4-yl]pyrimidine;2,2,2-trifluoroacetic acid

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: 443.53

Molecular Weight (Monoisotopic): 443.2121

AlogP: 5.48

#Rotatable Bonds: 5

Polar Surface Area: 64.86

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.13

CX LogP: 5.13

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.10

References

1. Boehm JC, Bower MJ, Gallagher TF, Kassis S, Johnson SR, Adams JL..  (2001)  Phenoxypyrimidine inhibitors of p38alpha kinase: synthesis and statistical evaluation of the p38 inhibitory potencies of a series of 1-(piperidin-4-yl)-4-(4-fluorophenyl)-5-(2-phenoxypyrimidin-4-yl) imidazoles.,  11  (9): [PMID:11354358] [10.1016/s0960-894x(01)00163-9]

2. Ravindra GK, Achaiah G, Sastry GN..  (2008)  Molecular modeling studies of phenoxypyrimidinyl imidazoles as p38 kinase inhibitors using QSAR and docking.,  43  (4): [PMID:17706839] [10.1016/j.ejmech.2007.06.009]

3. PubChem BioAssay data set, 

4. Bamborough P, Chung C.  (2015)  Fragments in bromodomain drug discovery,  6  (9): [10.1039/C5MD00209E]

5. Carlino L, Rastelli G..  (2016)  Dual Kinase-Bromodomain Inhibitors in Anticancer Drug Discovery: A Structural and Pharmacological Perspective.,  59  (20): [PMID:27559828] [10.1021/acs.jmedchem.6b00438]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays