2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)-5-methyl-8-(1-propionylazetidin-3-yl)pyrido[2,3-d]pyrimidin-7(8H)-one

ID: ALA4856340

PubChem CID: 164610281

Max Phase: Preclinical

Molecular Formula: C26H33N7O3

Molecular Weight: 491.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)N1CC(n2c(=O)cc(C)c3cnc(Nc4ccc(N5CCN(C)CC5)cc4OC)nc32)C1

Standard InChI:  InChI=1S/C26H33N7O3/c1-5-23(34)32-15-19(16-32)33-24(35)12-17(2)20-14-27-26(29-25(20)33)28-21-7-6-18(13-22(21)36-4)31-10-8-30(3)9-11-31/h6-7,12-14,19H,5,8-11,15-16H2,1-4H3,(H,27,28,29)

Standard InChI Key:  VECRFBOZRPVPBI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.3636   -9.8734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0702   -9.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0651   -8.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3576   -8.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6510   -8.6479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7716   -8.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4832   -8.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7900  -11.8384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2080  -11.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7828  -10.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3606  -11.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7910  -12.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0844  -13.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9496   -9.8781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2380   -9.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8239   -9.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8188   -8.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5254   -8.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2370   -8.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1113   -8.2572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4048   -8.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6922   -7.4448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987   -7.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1062   -7.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9847   -7.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5365  -10.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8300  -11.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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  3 10  1  0
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 18 19  1  0
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 10 14  1  0
  7 20  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
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 28 29  1  0
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 30 31  1  0
 31 32  1  0
 32 33  1  0
 28 33  1  0
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 25 28  1  0
 35 36  1  0
 23 35  1  0
 21 22  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856340

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 491.60

Molecular Weight (Monoisotopic): 491.2645

AlogP: 2.40

#Rotatable Bonds: 6

Polar Surface Area: 95.83

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.84

CX LogP: 2.18

CX LogD: 1.60

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.56

Np Likeness Score: -1.35

References

1. Huang M, Huang Y, Guo J, Yu L, Chang Y, Wang X, Luo J, Huang Y, Tu Z, Lu X, Xu Y, Zhang Z, Zhang Z, Ding K..  (2021)  Pyrido[2, 3-d]pyrimidin-7(8H)-ones as new selective orally bioavailable Threonine Tyrosine Kinase (TTK) inhibitors.,  211  [PMID:33248853] [10.1016/j.ejmech.2020.113023]

Source

Source(1):

• Scientific Literature