4-(4-(4-fluorophenyl)-2-(1-methylpiperidin-4-yl)thiazol-5-yl)-N-(4-(piperazin-1-yl)phenyl)pyrimidin-2-amine

ID: ALA4288103

Chembl Id: CHEMBL4288103

PubChem CID: 145991173

Max Phase: Preclinical

Molecular Formula: C29H32FN7S

Molecular Weight: 529.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(c2nc(-c3ccc(F)cc3)c(-c3ccnc(Nc4ccc(N5CCNCC5)cc4)n3)s2)CC1

Standard InChI:  InChI=1S/C29H32FN7S/c1-36-16-11-21(12-17-36)28-35-26(20-2-4-22(30)5-3-20)27(38-28)25-10-13-32-29(34-25)33-23-6-8-24(9-7-23)37-18-14-31-15-19-37/h2-10,13,21,31H,11-12,14-19H2,1H3,(H,32,33,34)

Standard InChI Key:  GJHIMWIYQKRLGZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4288103

   ---

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: 529.69

Molecular Weight (Monoisotopic): 529.2424

AlogP: 5.37

#Rotatable Bonds: 6

Polar Surface Area: 69.21

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.08

CX LogP: 5.21

CX LogD: 2.50

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.35

Np Likeness Score: -1.42

References

1. Tsagris DJ, Birchall K, Bouloc N, Large JM, Merritt A, Smiljanic-Hurley E, Wheldon M, Ansell KH, Kettleborough C, Whalley D, Stewart LB, Bowyer PW, Baker DA, Osborne SA..  (2018)  Trisubstituted thiazoles as potent and selective inhibitors of Plasmodium falciparum protein kinase G (PfPKG).,  28  (19): [PMID:30174152] [10.1016/j.bmcl.2018.08.028]

2. Matralis AN, Malik A, Penzo M, Moreno I, Almela MJ, Camino I, Crespo B, Saadeddin A, Ghidelli-Disse S, Rueda L, Calderon F, Osborne SA, Drewes G, Böesche M, Fernández-Álvaro E, Martin Hernando JI, Baker DA..  (2019)  Development of Chemical Entities Endowed with Potent Fast-Killing Properties against Plasmodium falciparum Malaria Parasites.,  62  (20): [PMID:31566384] [10.1021/acs.jmedchem.9b01099]

Source

Source(1):

• Scientific Literature