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

ID: ALA4581903

PubChem CID: 155561466

Max Phase: Preclinical

Molecular Formula: C23H22N4O3S2

Molecular Weight: 466.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCc3c(sc4ncnc(Nc5cccc(C)c5)c34)C2)cc1

Standard InChI:  InChI=1S/C23H22N4O3S2/c1-15-4-3-5-16(12-15)26-22-21-19-10-11-27(13-20(19)31-23(21)25-14-24-22)32(28,29)18-8-6-17(30-2)7-9-18/h3-9,12,14H,10-11,13H2,1-2H3,(H,24,25,26)

Standard InChI Key:  ZFWYWIOHMJSXCD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.8828  -21.0241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8870  -20.2069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.1772  -20.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5163  -18.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5152  -18.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2232  -19.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9329  -18.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9300  -18.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2214  -17.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8071  -19.4038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8065  -20.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8053  -21.8539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5156  -21.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5131  -20.6264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0973  -21.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0942  -20.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3223  -21.6990    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.8401  -21.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3186  -20.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9903  -19.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1826  -19.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7043  -20.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0333  -20.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4833  -19.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9001  -18.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4970  -18.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6789  -18.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2657  -18.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6712  -19.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2742  -17.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6866  -16.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2190  -16.9502    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 29  2  0
 29 24  1  0
 27 30  1  0
 30 31  1  0
  9 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581903

   ---

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: 466.59

Molecular Weight (Monoisotopic): 466.1133

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 84.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.54

CX LogP: 4.63

CX LogD: 4.63

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -2.14

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