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

ID: ALA4760092

PubChem CID: 125743560

Max Phase: Preclinical

Molecular Formula: C17H14Br2N2O2S

Molecular Weight: 470.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(Br)cc(-c2nc3sc4c(c3c(=O)[nH]2)CCCC4)cc1Br

Standard InChI:  InChI=1S/C17H14Br2N2O2S/c1-23-14-10(18)6-8(7-11(14)19)15-20-16(22)13-9-4-2-3-5-12(9)24-17(13)21-15/h6-7H,2-5H2,1H3,(H,20,21,22)

Standard InChI Key:  WWHGULCWRWDRCB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   11.2302   -3.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2302   -3.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9396   -4.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9396   -2.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6490   -3.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6535   -3.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4328   -4.1976    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4256   -2.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9026   -3.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7073   -3.4455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0412   -2.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5601   -2.0444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7491   -2.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8557   -2.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3358   -3.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1519   -3.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4889   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9996   -1.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1852   -1.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2667   -1.4653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3278   -1.0329    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   17.6312   -3.8575    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.3014   -2.3567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7834   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 14  1  0
 13 20  2  0
 18 21  1  0
 16 22  1  0
 17 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760092

   ---

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: 470.19

Molecular Weight (Monoisotopic): 467.9143

AlogP: 5.06

#Rotatable Bonds: 2

Polar Surface Area: 54.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.09

CX Basic pKa: 0.65

CX LogP: 5.54

CX LogD: 5.47

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -1.33

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