N4-(2-Chlorophenyl)-N2-(4-carbamoyl)-5-fluoropyrimidine-2,4-diamine

ID: ALA2170414

Chembl Id: CHEMBL2170414

PubChem CID: 70702160

Max Phase: Preclinical

Molecular Formula: C17H13ClFN5O

Molecular Weight: 357.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(Nc2ncc(F)c(Nc3ccccc3Cl)n2)cc1

Standard InChI:  InChI=1S/C17H13ClFN5O/c18-12-3-1-2-4-14(12)23-16-13(19)9-21-17(24-16)22-11-7-5-10(6-8-11)15(20)25/h1-9H,(H2,20,25)(H2,21,22,23,24)

Standard InChI Key:  XSPXJYVALVHTAJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2170414

   Bisanilinopyrimidine, 9m

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: 357.78

Molecular Weight (Monoisotopic): 357.0793

AlogP: 3.86

#Rotatable Bonds: 5

Polar Surface Area: 92.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.60

CX Basic pKa: 1.79

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -1.84

References

1. Lawrence HR, Martin MP, Luo Y, Pireddu R, Yang H, Gevariya H, Ozcan S, Zhu JY, Kendig R, Rodriguez M, Elias R, Cheng JQ, Sebti SM, Schonbrunn E, Lawrence NJ..  (2012)  Development of o-chlorophenyl substituted pyrimidines as exceptionally potent aurora kinase inhibitors.,  55  (17): [PMID:22803810] [10.1021/jm300334d]

2.  (2016)  Aurora kinase inhibitors and methods of making and using thereof, 

3. Liu M, Ju X, Zou J, Shi J, Jia G..  (2020)  Recent researches for dual Aurora target inhibitors in antitumor field.,  203  [PMID:32693295] [10.1016/j.ejmech.2020.112498]

Source

Source(2):

• Scientific Literature
• BindingDB Database