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

ID: ALA4513266

PubChem CID: 155538859

Max Phase: Preclinical

Molecular Formula: C22H19BrN4S

Molecular Weight: 451.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Brc1ccc(Nc2ncnc3sc4c(c23)CCN(Cc2ccccc2)C4)cc1

Standard InChI:  InChI=1S/C22H19BrN4S/c23-16-6-8-17(9-7-16)26-21-20-18-10-11-27(12-15-4-2-1-3-5-15)13-19(18)28-22(20)25-14-24-21/h1-9,14H,10-13H2,(H,24,25,26)

Standard InChI Key:  HECPMBLTPWOSCD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.6009  -17.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5998  -18.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3078  -18.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0175  -18.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0147  -17.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3060  -17.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8918  -18.8137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8911  -19.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899  -21.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6003  -20.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5978  -20.0362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820  -20.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1789  -20.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069  -21.1088    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9247  -20.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4033  -19.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750  -19.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889  -19.6232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1179  -20.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717  -19.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5679  -18.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9847  -18.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5816  -17.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636  -17.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3503  -18.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7558  -18.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7208  -17.1712    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8 13  2  0
 12  9  2  0
  9 10  1  0
 10 11  2  0
 11  8  1  0
 12 13  1  0
 13 16  1  0
 15 14  1  0
 14 12  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  5 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513266

   ---

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: 451.39

Molecular Weight (Monoisotopic): 450.0514

AlogP: 5.76

#Rotatable Bonds: 4

Polar Surface Area: 41.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.42

CX LogP: 5.93

CX LogD: 5.89

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -1.96

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