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

ID: ALA4554398

PubChem CID: 155555985

Max Phase: Preclinical

Molecular Formula: C19H14BrFN4O2S3

Molecular Weight: 525.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1cccs1)N1CCc2c(sc3ncnc(Nc4ccc(F)cc4Br)c23)C1

Standard InChI:  InChI=1S/C19H14BrFN4O2S3/c20-13-8-11(21)3-4-14(13)24-18-17-12-5-6-25(30(26,27)16-2-1-7-28-16)9-15(12)29-19(17)23-10-22-18/h1-4,7-8,10H,5-6,9H2,(H,22,23,24)

Standard InChI Key:  JFUJEQXAJSULHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.8068  -27.7639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8110  -26.9467    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.1012  -27.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4403  -24.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4392  -25.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1472  -26.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8569  -25.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8540  -24.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1454  -24.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7311  -26.1436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7305  -26.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7293  -28.5937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4396  -28.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4371  -27.3662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0213  -28.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0182  -27.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2463  -28.4387    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.7641  -27.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2426  -27.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9144  -26.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1066  -26.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6283  -26.9532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9573  -27.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4073  -26.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7432  -25.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1401  -24.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4306  -25.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5953  -26.1474    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.5602  -24.5012    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.7325  -24.5076    0.0000 Br  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 24  1  0
  8 29  1  0
  4 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554398

   ---

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: 525.45

Molecular Weight (Monoisotopic): 523.9446

AlogP: 5.15

#Rotatable Bonds: 4

Polar Surface Area: 75.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.51

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -2.80

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