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

ID: ALA4482949

PubChem CID: 155539850

Max Phase: Preclinical

Molecular Formula: C21H15ClF2N4O2S2

Molecular Weight: 492.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccc(F)cc1F)N1CCc2c(sc3ncnc(Nc4cccc(Cl)c4)c23)C1

Standard InChI:  InChI=1S/C21H15ClF2N4O2S2/c22-12-2-1-3-14(8-12)27-20-19-15-6-7-28(10-17(15)31-21(19)26-11-25-20)32(29,30)18-5-4-13(23)9-16(18)24/h1-5,8-9,11H,6-7,10H2,(H,25,26,27)

Standard InChI Key:  JSZAOKCMLJTETM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   12.0887   -5.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0928   -4.5565    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3830   -4.9615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7221   -2.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7210   -3.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4290   -3.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1387   -3.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1358   -2.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4272   -2.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0129   -3.7534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0123   -4.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0111   -6.2035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7215   -5.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7190   -4.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3032   -5.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3001   -4.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5281   -6.0485    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0459   -5.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5244   -4.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1962   -3.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3884   -3.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9101   -4.5630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2391   -5.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4248   -1.2998    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.6891   -3.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1051   -3.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7021   -2.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8850   -2.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4726   -3.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8779   -3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9223   -3.1510    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4799   -1.7196    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 25  1  0
  9 24  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 26 31  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4482949

   ---

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: 492.96

Molecular Weight (Monoisotopic): 492.0293

AlogP: 5.11

#Rotatable Bonds: 4

Polar Surface Area: 75.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.54

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -2.60

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