2-{4-[6-(2,6-Dichloro-phenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenyl}-acetamide

ID: ALA178758

Chembl Id: CHEMBL178758

PubChem CID: 44390865

Max Phase: Preclinical

Molecular Formula: C22H17Cl2N5O2

Molecular Weight: 454.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c(-c2c(Cl)cccc2Cl)cc2cnc(Nc3ccc(CC(N)=O)cc3)nc21

Standard InChI:  InChI=1S/C22H17Cl2N5O2/c1-29-20-13(10-15(21(29)31)19-16(23)3-2-4-17(19)24)11-26-22(28-20)27-14-7-5-12(6-8-14)9-18(25)30/h2-8,10-11H,9H2,1H3,(H2,25,30)(H,26,27,28)

Standard InChI Key:  URFCMVULTIAJNO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA178758

   2-{4-[6-(2,6-Dichloro-phenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenyl}-acetamide

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: 454.32

Molecular Weight (Monoisotopic): 453.0759

AlogP: 4.07

#Rotatable Bonds: 5

Polar Surface Area: 102.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.24

CX Basic pKa: 0.91

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.02

References

1. Palmer BD, Smaill JB, Rewcastle GW, Dobrusin EM, Kraker A, Moore CW, Steinkampf RW, Denny WA..  (2005)  Structure-activity relationships for 2-anilino-6-phenylpyrido[2,3-d]pyrimidin-7(8H)-ones as inhibitors of the cellular checkpoint kinase Wee1.,  15  (7): [PMID:15780636] [10.1016/j.bmcl.2005.01.079]

2. Du X, Li J, Luo X, Li R, Li F, Zhang Y, Shi J, He J..  (2020)  Structure-activity relationships of Wee1 inhibitors: A review.,  203  [PMID:32688199] [10.1016/j.ejmech.2020.112524]

Source

Source(1):

• Scientific Literature