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

ID: ALA113070

PubChem CID: 5327918

Max Phase: Preclinical

Molecular Formula: C24H20Cl2N4O3

Molecular Weight: 483.36

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H20Cl2N4O3/c1-30-22-15(12-17(23(30)33)21-18(25)5-3-6-19(21)26)13-27-24(29-22)28-16-10-8-14(9-11-16)4-2-7-20(31)32/h3,5-6,8-13H,2,4,7H2,1H3,(H,31,32)(H,27,28,29)

Standard InChI Key:  CBIJGNHFFWAGLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    4.6500   -5.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625   -5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -5.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -4.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0792   -4.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -5.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -4.5042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -4.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -5.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0792   -5.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7875   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0750   -3.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -9.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458  -10.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -6.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -6.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7792   -5.3417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3625   -2.8625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -9.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -8.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -7.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -7.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3667   -9.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -9.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7917   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -4.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -9.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  3  2  0
  7  2  2  0
  8  2  1  0
  9  5  2  0
 10 11  2  0
 11  6  1  0
 12  9  1  0
 13  4  2  0
 14  8  2  0
 15  8  1  0
 16 28  1  0
 17 16  2  0
 18  1  1  0
 19 12  1  0
 20 14  1  0
 21 15  1  0
 22 16  1  0
 23 26  2  0
 24 19  1  0
 25 19  2  0
 26 25  1  0
 27 24  2  0
 28 29  1  0
 29 33  1  0
 30 31  1  0
 31 15  2  0
 32 14  1  0
 33 23  1  0
  7  6  1  0
  9 10  1  0
 30 32  2  0
 23 27  1  0
M  END

Alternative Forms

Associated Targets(Human)

FGFR1 Tclin Fibroblast growth factor receptor 1 (9149 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WEE1 Tchem Serine/threonine-protein kinase WEE1 (1772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SRC Tclin Tyrosine-protein kinase SRC (10310 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Pdgfrb Platelet-derived growth factor receptor beta (494 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SRC Tyrosine-protein kinase SRC (482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 483.36Molecular Weight (Monoisotopic): 482.0912AlogP: 5.45#Rotatable Bonds: 7
Polar Surface Area: 97.11Molecular Species: ACIDHBA: 6HBD: 2
#RO5 Violations: 1HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.32CX Basic pKa: 0.91CX LogP: 5.65CX LogD: 2.70
Aromatic Rings: 4Heavy Atoms: 33QED Weighted: 0.36Np Likeness Score: -0.71

References

1. Klutchko SR, Hamby JM, Boschelli DH, Wu Z, Kraker AJ, Amar AM, Hartl BG, Shen C, Klohs WD, Steinkampf RW, Driscoll DL, Nelson JM, Elliott WL, Roberts BJ, Stoner CL, Vincent PW, Dykes DJ, Panek RL, Lu GH, Major TC, Dahring TK, Hallak H, Bradford LA, Showalter HD, Doherty AM..  (1998)  2-Substituted aminopyrido[2,3-d]pyrimidin-7(8H)-ones. structure-activity relationships against selected tyrosine kinases and in vitro and in vivo anticancer activity.,  41  (17): [PMID:9703473] [10.1021/jm9802259]
2. 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]
3. 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