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

ID: ALA4532338

PubChem CID: 155546829

Max Phase: Preclinical

Molecular Formula: C22H18F2N4O3S2

Molecular Weight: 488.54

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H18F2N4O3S2/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:  LNGQPHQTQICUEW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    3.0500  -28.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0541  -27.2149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444  -27.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6835  -25.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6823  -26.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3904  -26.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1000  -26.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0972  -25.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3886  -24.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9743  -26.4119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9737  -27.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9724  -28.8620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6828  -28.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6803  -27.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2645  -28.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2614  -27.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4895  -28.7070    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0073  -28.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4858  -27.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1575  -26.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3497  -26.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715  -27.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005  -27.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505  -26.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0673  -25.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641  -25.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461  -25.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4329  -25.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8383  -26.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414  -24.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538  -23.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8034  -24.7695    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9757  -24.7759    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:

   

   ALA4532338

   ---

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: 488.54

Molecular Weight (Monoisotopic): 488.0788

AlogP: 4.47

#Rotatable Bonds: 5

Polar Surface Area: 84.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.64

CX Basic pKa: 2.45

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -2.32

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