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

ID: ALA4537838

PubChem CID: 155548546

Max Phase: Preclinical

Molecular Formula: C22H18BrFN4O3S2

Molecular Weight: 549.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCc3c(sc4ncnc(Nc5ccc(F)cc5Br)c34)C2)cc1

Standard InChI:  InChI=1S/C22H18BrFN4O3S2/c1-31-14-3-5-15(6-4-14)33(29,30)28-9-8-16-19(11-28)32-22-20(16)21(25-12-26-22)27-18-7-2-13(24)10-17(18)23/h2-7,10,12H,8-9,11H2,1H3,(H,25,26,27)

Standard InChI Key:  FZKZXZJKQAEBJM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   12.7614  -28.7709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7655  -27.9537    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0557  -28.3587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3948  -25.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3937  -26.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1018  -27.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8114  -26.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8086  -25.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1000  -25.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6857  -27.1507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6850  -27.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6838  -29.6007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3942  -29.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3917  -28.3732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9759  -29.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9728  -28.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2008  -29.4458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.7186  -28.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1972  -28.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8689  -27.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0611  -27.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5828  -27.9602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9118  -28.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3619  -27.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7786  -26.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3755  -25.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5575  -25.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1442  -26.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5497  -27.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1527  -25.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5652  -24.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5147  -25.5082    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.6870  -25.5147    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 29  2  0
 29 24  1  0
 27 30  1  0
 30 31  1  0
  8 32  1  0
  4 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537838

   ---

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: 549.45

Molecular Weight (Monoisotopic): 547.9988

AlogP: 5.09

#Rotatable Bonds: 5

Polar Surface Area: 84.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.51

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -2.28

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