rac-3-(1-(2,6-Dichloro-3-fluorophenyl)ethoxy)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine

ID: ALA1825138

Chembl Id: CHEMBL1825138

Cas Number: 877400-66-3

PubChem CID: 11597571

Max Phase: Preclinical

Molecular Formula: C21H22Cl2FN5O

Molecular Weight: 450.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Oc1cc(-c2cnn(C3CCNCC3)c2)cnc1N)c1c(Cl)ccc(F)c1Cl

Standard InChI:  InChI=1S/C21H22Cl2FN5O/c1-12(19-16(22)2-3-17(24)20(19)23)30-18-8-13(9-27-21(18)25)14-10-28-29(11-14)15-4-6-26-7-5-15/h2-3,8-12,15,26H,4-7H2,1H3,(H2,25,27)

Standard InChI Key:  KTEIFNKAUNYNJU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1825138

   3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine

Molecule Features

Natural Product: Yes

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: 450.35

Molecular Weight (Monoisotopic): 449.1185

AlogP: 5.04

#Rotatable Bonds: 5

Polar Surface Area: 77.99

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 3.57

CX LogD: 0.95

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -0.99

References

1. Cui JJ, Tran-Dubé M, Shen H, Nambu M, Kung PP, Pairish M, Jia L, Meng J, Funk L, Botrous I, McTigue M, Grodsky N, Ryan K, Padrique E, Alton G, Timofeevski S, Yamazaki S, Li Q, Zou H, Christensen J, Mroczkowski B, Bender S, Kania RS, Edwards MP..  (2011)  Structure based drug design of crizotinib (PF-02341066), a potent and selective dual inhibitor of mesenchymal-epithelial transition factor (c-MET) kinase and anaplastic lymphoma kinase (ALK).,  54  (18): [PMID:21812414] [10.1021/jm2007613]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. Wang W, Diao Y, Li W, Luo Y, Yang T, Zhao Y, Qi T, Xu F, Ma X, Ge H, Liang Y, Zhao Z, Liang X, Wang R, Zhu L, Li H, Xu Y..  (2019)  Design, synthesis and structure-activity relationship study of aminopyridine derivatives as novel inhibitors of Janus kinase 2.,  29  (12): [PMID:30981578] [10.1016/j.bmcl.2019.04.011]

7. Mologni L, Orsato A, Zambon A, Tardy S, Bisson WH, Schneider C, Ceccon M, Viltadi M, D'Attoma J, Pannilunghi S, Vece V, Gueyrard D, Bertho J, Scapozza L, Goekjian P, Gambacorti-Passerini C..  (2022)  Identification of non-ATP-competitive α-carboline inhibitors of the anaplastic lymphoma kinase.,  238  [PMID:35665691] [10.1016/j.ejmech.2022.114488]

8. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• EUbOPEN Chemogenomic Library