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

ID: ALA366922

Chembl Id: CHEMBL366922

PubChem CID: 44390847

Max Phase: Preclinical

Molecular Formula: C24H20Cl2N4O5

Molecular Weight: 515.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c(-c2c(Cl)ccc(O)c2Cl)cc2cnc(Nc3ccc(OCCCC(=O)O)cc3)nc21

Standard InChI:  InChI=1S/C24H20Cl2N4O5/c1-30-22-13(11-16(23(30)34)20-17(25)8-9-18(31)21(20)26)12-27-24(29-22)28-14-4-6-15(7-5-14)35-10-2-3-19(32)33/h4-9,11-12,31H,2-3,10H2,1H3,(H,32,33)(H,27,28,29)

Standard InChI Key:  SXVBTYGFHRAPKX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA366922

   4-{4-[6-(2,6-Dichloro-3-hydroxy-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: 515.35

Molecular Weight (Monoisotopic): 514.0811

AlogP: 5.00

#Rotatable Bonds: 8

Polar Surface Area: 126.57

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.14

CX Basic pKa: 1.05

CX LogP: 4.67

CX LogD: 0.90

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.28

Np Likeness Score: -0.70

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