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

ID: ALA4475709

PubChem CID: 155537933

Max Phase: Preclinical

Molecular Formula: C19H15FN4O2S3

Molecular Weight: 446.55

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H15FN4O2S3/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:  CVXFYVPRUYHZGP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.5882  -20.0836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9273  -17.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9261  -18.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6342  -18.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3438  -18.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3410  -17.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6324  -17.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2181  -18.8756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   17.2162  -21.3256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9266  -20.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9241  -20.0981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5083  -20.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5052  -20.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7332  -21.1707    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.2510  -20.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7296  -19.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4013  -19.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5935  -19.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1152  -19.6851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4442  -20.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8943  -18.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6299  -16.4219    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2302  -18.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6270  -17.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9175  -18.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0823  -18.8794    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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 20 21  1  0
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  2 24  1  0
  9 25  1  0
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 27 28  2  0
 28 29  1  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475709

   ---

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: 446.55

Molecular Weight (Monoisotopic): 446.0341

AlogP: 4.38

#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: 2.53

CX LogP: 4.37

CX LogD: 4.37

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -2.78

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