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

ID: ALA181285

Chembl Id: CHEMBL181285

PubChem CID: 44390900

Max Phase: Preclinical

Molecular Formula: C24H20Cl2N4O4

Molecular Weight: 499.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H20Cl2N4O4/c1-30-22-14(12-17(23(30)33)21-18(25)4-2-5-19(21)26)13-27-24(29-22)28-15-7-9-16(10-8-15)34-11-3-6-20(31)32/h2,4-5,7-10,12-13H,3,6,11H2,1H3,(H,31,32)(H,27,28,29)

Standard InChI Key:  NJEBMDHGQZGODS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA181285

   4-{4-[6-(2,6-Dichloro-phenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-phenoxy}-butyric 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: 499.35

Molecular Weight (Monoisotopic): 498.0862

AlogP: 5.29

#Rotatable Bonds: 8

Polar Surface Area: 106.34

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.14

CX Basic pKa: 1.05

CX LogP: 4.97

CX LogD: 1.90

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -0.86

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