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

ID: ALA4569877

PubChem CID: 155551694

Max Phase: Preclinical

Molecular Formula: C22H19BrN4O3S2

Molecular Weight: 531.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCc3c(sc4ncnc(Nc5ccc(Br)cc5)c34)C2)cc1

Standard InChI:  InChI=1S/C22H19BrN4O3S2/c1-30-16-6-8-17(9-7-16)32(28,29)27-11-10-18-19(12-27)31-22-20(18)21(24-13-25-22)26-15-4-2-14(23)3-5-15/h2-9,13H,10-12H2,1H3,(H,24,25,26)

Standard InChI Key:  MDGHGQOANRSHLH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   40.7564  -21.0571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7605  -20.2399    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.0507  -20.6449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.3898  -18.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3887  -19.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0967  -19.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8064  -19.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8036  -18.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0950  -17.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6807  -19.4369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6800  -20.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6788  -21.8869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3892  -21.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3867  -20.6594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9709  -21.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9678  -20.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1958  -21.7320    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.7136  -21.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1922  -20.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8639  -19.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0561  -19.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5778  -20.2464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9068  -20.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3569  -19.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7736  -18.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3705  -18.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5525  -18.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1392  -18.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5447  -19.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1477  -17.4009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5602  -16.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.5097  -17.7944    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
M  END

Alternative Forms

1. Parent:

   

   ALA4569877

   ---

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: 531.46

Molecular Weight (Monoisotopic): 530.0082

AlogP: 4.95

#Rotatable Bonds: 5

Polar Surface Area: 84.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.54

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -2.02

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