1-methyl-5-(2-(5-(4-methylpiperazin-1-yl)-2-(trifluoromethoxy)phenylamino)pyrimidin-4-yl)-1H-pyrrole-3-carboxamide

ID: ALA1933576

Chembl Id: CHEMBL1933576

PubChem CID: 54759168

Max Phase: Preclinical

Molecular Formula: C22H24F3N7O2

Molecular Weight: 475.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(OC(F)(F)F)c(Nc3nccc(-c4cc(C(N)=O)cn4C)n3)c2)CC1

Standard InChI:  InChI=1S/C22H24F3N7O2/c1-30-7-9-32(10-8-30)15-3-4-19(34-22(23,24)25)17(12-15)29-21-27-6-5-16(28-21)18-11-14(20(26)33)13-31(18)2/h3-6,11-13H,7-10H2,1-2H3,(H2,26,33)(H,27,28,29)

Standard InChI Key:  HGBZKLOZYQAERY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1933576

   1-Methyl-5-(2-{[5-(4-Methylpiperazin-1-Yl)-2-(Trifluoromethoxy)phenyl]amino}pyrimidin-4-Yl)-1h-Pyrrole-3-Carboxamide

2. Alternative Forms:

   

   ALA1933576

   1-Methyl-5-[2-[5-(4-methylpiperazin-1-yl)-2-(trifluoromethoxy)anilino]pyrimidin-4-yl]pyrrole-3-carboxamide;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: 475.48

Molecular Weight (Monoisotopic): 475.1944

AlogP: 2.98

#Rotatable Bonds: 6

Polar Surface Area: 101.54

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: 7.81

CX LogP: 3.66

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.57

Np Likeness Score: -1.47

References

1. Caruso M, Valsasina B, Ballinari D, Bertrand J, Brasca MG, Caldarelli M, Cappella P, Fiorentini F, Gianellini LM, Scolaro A, Beria I..  (2012)  5-(2-amino-pyrimidin-4-yl)-1H-pyrrole and 2-(2-amino-pyrimidin-4-yl)-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one derivatives as new classes of selective and orally available Polo-like kinase 1 inhibitors.,  22  (1): [PMID:22154349] [10.1016/j.bmcl.2011.11.065]

Source

Source(1):

• Scientific Literature