rac-6-(2-Chloro-4-(3-methyl-2-oxopyridin-1(2H)-yl)phenyl)-8-((3,3-difluoropiperidin-4-yl)methyl)-2-(methylamino)pyrido-[2,3-d]pyrimidin-7(8H)-one

ID: ALA3817856

PubChem CID: 127048384

Max Phase: Preclinical

Molecular Formula: C26H25ClF2N6O2

Molecular Weight: 526.98

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CNc1ncc2cc(-c3ccc(-n4cccc(C)c4=O)cc3Cl)c(=O)n(CC3CCNCC3(F)F)c2n1

Standard InChI:  InChI=1S/C26H25ClF2N6O2/c1-15-4-3-9-34(23(15)36)18-5-6-19(21(27)11-18)20-10-16-12-32-25(30-2)33-22(16)35(24(20)37)13-17-7-8-31-14-26(17,28)29/h3-6,9-12,17,31H,7-8,13-14H2,1-2H3,(H,30,32,33)

Standard InChI Key:  SFNRLFDMFWZHTP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6003    3.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1985    3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8926   -1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1883   -3.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4885   -3.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4907   -1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1928   -0.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1947    0.4490    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7870   -3.7553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0861   -3.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3852   -3.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3853   -5.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0863   -6.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0864   -7.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7872   -5.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481   -5.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  6 21  1  0
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  3 22  1  0
  8 23  1  0
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 30 36  1  0
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M  END

Alternative Forms

  1. Parent:

    ALA3817856

    ---

Associated Targets(Human)

PAK1 Tchem Serine/threonine-protein kinase PAK 1 (2601 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PAK2 Tchem Serine/threonine-protein kinase PAK 1/PAK 2 (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

MDCK (10148 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 526.98Molecular Weight (Monoisotopic): 526.1696AlogP: 3.86#Rotatable Bonds: 5
Polar Surface Area: 93.84Molecular Species: NEUTRALHBA: 8HBD: 2
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 7.09CX LogP: 3.38CX LogD: 3.21
Aromatic Rings: 4Heavy Atoms: 37QED Weighted: 0.41Np Likeness Score: -1.01

References

1. Rudolph J, Murray LJ, Ndubaku CO, O'Brien T, Blackwood E, Wang W, Aliagas I, Gazzard L, Crawford JJ, Drobnick J, Lee W, Zhao X, Hoeflich KP, Favor DA, Dong P, Zhang H, Heise CE, Oh A, Ong CC, La H, Chakravarty P, Chan C, Jakubiak D, Epler J, Ramaswamy S, Vega R, Cain G, Diaz D, Zhong Y..  (2016)  Chemically Diverse Group I p21-Activated Kinase (PAK) Inhibitors Impart Acute Cardiovascular Toxicity with a Narrow Therapeutic Window.,  59  (11): [PMID:27167326] [10.1021/acs.jmedchem.6b00638]

Source