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

ID: ALA4575025

PubChem CID: 155560889

Max Phase: Preclinical

Molecular Formula: C19H15ClN4O2S3

Molecular Weight: 463.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1cccs1)N1CCc2c(sc3ncnc(Nc4cccc(Cl)c4)c23)C1

Standard InChI:  InChI=1S/C19H15ClN4O2S3/c20-12-3-1-4-13(9-12)23-18-17-14-6-7-24(29(25,26)16-5-2-8-27-16)10-15(14)28-19(17)22-11-21-18/h1-5,8-9,11H,6-7,10H2,(H,21,22,23)

Standard InChI Key:  BVJSYGMPYOOWFS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   21.9816  -20.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9857  -19.7694    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.2760  -20.1744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6151  -17.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6139  -18.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3220  -18.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0316  -18.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0288  -17.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3202  -17.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9059  -18.9664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9053  -19.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9040  -21.4164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6144  -21.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6119  -20.1889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1961  -21.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1930  -20.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4210  -21.2615    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.9389  -20.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4174  -19.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0891  -19.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2813  -19.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8031  -19.7759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1321  -20.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5821  -19.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3177  -16.5127    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.9180  -18.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3148  -17.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6053  -18.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7701  -18.9702    0.0000 S   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
  9 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575025

   ---

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: 463.01

Molecular Weight (Monoisotopic): 462.0046

AlogP: 4.90

#Rotatable Bonds: 4

Polar Surface Area: 75.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.54

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -2.73

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