N-(2-Bromo-4-methylphenyl)-7-(thiophen-2-ylsulfonyl)-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-amine

ID: ALA4533038

PubChem CID: 155547855

Max Phase: Preclinical

Molecular Formula: C20H17BrN4O2S3

Molecular Weight: 521.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(Nc2ncnc3sc4c(c23)CCN(S(=O)(=O)c2cccs2)C4)c(Br)c1

Standard InChI:  InChI=1S/C20H17BrN4O2S3/c1-12-4-5-15(14(21)9-12)24-19-18-13-6-7-25(30(26,27)17-3-2-8-28-17)10-16(13)29-20(18)23-11-22-19/h2-5,8-9,11H,6-7,10H2,1H3,(H,22,23,24)

Standard InChI Key:  PHLAXXVCSVHAID-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   12.5261   -5.9886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5303   -5.1714    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8205   -5.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1596   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1585   -3.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8665   -4.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -3.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5733   -3.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8647   -2.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4504   -4.3684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4498   -5.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4486   -6.8184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1589   -6.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1564   -5.5909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7406   -6.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7375   -5.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9656   -6.6635    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.4834   -6.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9619   -5.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6336   -4.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8259   -4.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3476   -5.1779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6766   -5.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1266   -4.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4625   -3.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8594   -3.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1498   -3.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3146   -4.3721    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.4518   -2.7324    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.2795   -2.7259    0.0000 C   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 24  1  0
  4 29  1  0
  8 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533038

   ---

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: 521.49

Molecular Weight (Monoisotopic): 519.9697

AlogP: 5.31

#Rotatable Bonds: 4

Polar Surface Area: 75.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.51

CX LogP: 5.51

CX LogD: 5.51

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -2.64

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