2-(3,5-Dibromo-4-methoxyphenyl)-5,6,7,8-tetrahydropyridylthieno[2,3-d]pyrimidin-4(3H)-one trifluoroacetic acid

ID: ALA4758661

PubChem CID: 162658353

Max Phase: Preclinical

Molecular Formula: C18H14Br2F3N3O4S

Molecular Weight: 471.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(Br)cc(-c2nc3sc4c(c3c(=O)[nH]2)CCNC4)cc1Br.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C16H13Br2N3O2S.C2HF3O2/c1-23-13-9(17)4-7(5-10(13)18)14-20-15(22)12-8-2-3-19-6-11(8)24-16(12)21-14;3-2(4,5)1(6)7/h4-5,19H,2-3,6H2,1H3,(H,20,21,22);(H,6,7)

Standard InChI Key:  DXEOJQFQODTOGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    9.8675  -14.4414    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2805  -15.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6892  -14.4389    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5742  -15.5647    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9905  -15.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6987  -15.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9905  -16.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2816  -15.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2816  -16.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9969  -16.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9969  -14.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120  -15.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7165  -16.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5022  -16.2699    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4950  -14.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9760  -15.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7873  -15.5117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1239  -14.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6388  -14.0991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8212  -14.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9450  -14.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4291  -15.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2519  -15.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5917  -14.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0984  -13.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2772  -13.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348  -13.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4292  -13.0794    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.7351  -15.9270    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.4108  -14.4140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8967  -15.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  5  7  2  0
  8  9  1  0
  8 11  1  0
  9 10  1  0
 10 13  1  0
 12 11  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 15 12  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
 20 27  2  0
 25 28  1  0
 23 29  1  0
 24 30  1  0
 30 31  1  0
M  END

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: 471.17

Molecular Weight (Monoisotopic): 468.9095

AlogP: 3.83

#Rotatable Bonds: 2

Polar Surface Area: 67.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.87

CX Basic pKa: 8.49

CX LogP: 3.05

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: -1.07

References

1. Gold M,Köhler L,Lanzloth C,Andronache I,Anant S,Dandawate P,Biersack B,Schobert R.  (2020)  Synthesis and bioevaluation of new vascular-targeting and anti-angiogenic thieno[2,3-d]pyrimidin-4(3H)-ones.,  189  [PMID:31958738] [10.1016/j.ejmech.2020.112060]

Source

Source(1):

• Scientific Literature