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

ID: ALA4588895

PubChem CID: 155567583

Max Phase: Preclinical

Molecular Formula: C19H15ClN4O2S3

Molecular Weight: 463.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1cccs1)N1CCc2c(sc3ncnc(Nc4ccc(Cl)cc4)c23)C1

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

Standard InChI Key:  CCFXMNXQTQWZED-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.3475  -19.5878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.6377  -19.9928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9768  -17.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9757  -18.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6837  -18.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3934  -18.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3906  -17.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6820  -17.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2677  -18.7848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2670  -19.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2658  -21.2348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9762  -20.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9737  -20.0073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5579  -20.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5548  -20.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7828  -21.0799    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.3006  -20.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7792  -19.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4509  -19.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6431  -18.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1648  -19.5943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4938  -20.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9439  -18.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2798  -18.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6766  -17.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9671  -17.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1319  -18.7886    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.0967  -17.1423    0.0000 Cl  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
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 21 22  1  0
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  2 24  1  0
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 26 27  2  0
 27 28  1  0
 28 24  1  0
  8 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588895

   ---

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: -2.63

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