N-(4-Chloro-2-fluorophenyl)-7-((4-methoxyphenyl)sulfonyl)-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-amine

ID: ALA4459257

PubChem CID: 155527086

Max Phase: Preclinical

Molecular Formula: C22H18ClFN4O3S2

Molecular Weight: 505.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCc3c(sc4ncnc(Nc5ccc(Cl)cc5F)c34)C2)cc1

Standard InChI:  InChI=1S/C22H18ClFN4O3S2/c1-31-14-3-5-15(6-4-14)33(29,30)28-9-8-16-19(11-28)32-22-20(16)21(25-12-26-22)27-18-7-2-13(23)10-17(18)24/h2-7,10,12H,8-9,11H2,1H3,(H,25,26,27)

Standard InChI Key:  AYFYQTGHNPJBQW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   22.6378  -29.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6420  -28.2963    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.9322  -28.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2713  -26.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2702  -27.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9782  -27.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6879  -27.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6850  -26.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9764  -25.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5621  -27.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5615  -28.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5603  -29.9433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2707  -29.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2682  -28.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8524  -29.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8492  -28.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0773  -29.7883    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.5951  -29.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0736  -28.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7454  -27.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9376  -27.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4593  -28.3028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7883  -29.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2383  -27.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6551  -26.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2520  -26.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4339  -26.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0207  -26.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4262  -27.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0292  -25.4573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4416  -24.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3912  -25.8508    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.5635  -25.8572    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 10  1  0
 10 11  1  0
 11 16  2  0
 15 12  2  0
 12 13  1  0
 13 14  2  0
 14 11  1  0
 15 16  1  0
 16 19  1  0
 18 17  1  0
 17 15  1  0
 18 19  2  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22  2  1  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
 30 31  1  0
  8 32  1  0
  4 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459257

   ---

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: 505.00

Molecular Weight (Monoisotopic): 504.0493

AlogP: 4.98

#Rotatable Bonds: 5

Polar Surface Area: 84.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.33

CX Basic pKa: 2.45

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -2.37

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