Tert-butyl 4-((4-fluoro-2-methoxyphenyl)amino)-5,8-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(6H)-carboxylate

ID: ALA4531356

PubChem CID: 155546420

Max Phase: Preclinical

Molecular Formula: C21H23FN4O3S

Molecular Weight: 430.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(F)ccc1Nc1ncnc2sc3c(c12)CCN(C(=O)OC(C)(C)C)C3

Standard InChI:  InChI=1S/C21H23FN4O3S/c1-21(2,3)29-20(27)26-8-7-13-16(10-26)30-19-17(13)18(23-11-24-19)25-14-6-5-12(22)9-15(14)28-4/h5-6,9,11H,7-8,10H2,1-4H3,(H,23,24,25)

Standard InChI Key:  JLXUVGDJYMCANP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   44.9524  -17.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9512  -18.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6593  -19.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3689  -18.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3661  -17.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6575  -17.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2432  -19.0861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2425  -19.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2413  -21.5361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9517  -21.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9492  -20.3086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5334  -21.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5303  -20.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7583  -21.3812    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.2761  -20.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7547  -20.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4264  -19.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6186  -19.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1403  -19.8956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4693  -20.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3232  -19.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9194  -19.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9098  -20.5950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0926  -20.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6792  -21.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6888  -19.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2718  -20.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0723  -17.4436    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.2445  -17.4501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2444  -16.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8 13  2  0
 12  9  2  0
  9 10  1  0
 10 11  2  0
 11  8  1  0
 12 13  1  0
 13 16  1  0
 15 14  1  0
 14 12  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  5 28  1  0
  1 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531356

   ---

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: 430.51

Molecular Weight (Monoisotopic): 430.1475

AlogP: 4.88

#Rotatable Bonds: 3

Polar Surface Area: 76.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.51

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -2.15

References

1. Zhang M, Jiang L, Tao J, Pan Z, He M, Su D, He G, Jiang Q..  (2019)  Design, synthesis and biological evaluation of 4-aniline-thieno[2,3-d]pyrimidine derivatives as MNK1 inhibitors against renal cell carcinoma and nasopharyngeal carcinoma.,  27  (11): [PMID:31014565] [10.1016/j.bmc.2019.04.022]

Source

Source(1):

• Scientific Literature