2-(3,5-Dibromo-4-methoxyphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[b]thienopyrimidin-4(3H)-one

ID: ALA4799512

PubChem CID: 125997893

Max Phase: Preclinical

Molecular Formula: C18H16Br2N2O2S

Molecular Weight: 484.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(Br)cc(-c2nc3sc4c(c3c(=O)[nH]2)CCCCC4)cc1Br

Standard InChI:  InChI=1S/C18H16Br2N2O2S/c1-24-15-11(19)7-9(8-12(15)20)16-21-17(23)14-10-5-3-2-4-6-13(10)25-18(14)22-16/h7-8H,2-6H2,1H3,(H,21,22,23)

Standard InChI Key:  PZLLRCQYYQRQOY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   33.4788  -10.2563    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.4715   -8.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9486   -9.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7532   -9.5043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0872   -8.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6060   -8.1032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7951   -8.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9017   -8.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3818   -9.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1979   -9.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5349   -8.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0456   -7.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2312   -7.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3127   -7.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6984   -9.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7028  -10.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0643  -10.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0514   -8.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2633  -10.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2517   -8.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9038   -9.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3737   -7.0917    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   37.6771   -9.9162    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   38.3474   -8.4155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8293   -9.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16  1  1  0
  1  3  1  0
  2 15  1  0
  2  3  2  0
  2  7  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5  8  1  0
  7 14  2  0
 15 16  2  0
 16 17  1  0
 15 18  1  0
 17 19  1  0
 18 20  1  0
 19 21  1  0
 20 21  1  0
 12 22  1  0
 10 23  1  0
 11 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799512

   ---

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: 484.21

Molecular Weight (Monoisotopic): 481.9299

AlogP: 5.45

#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: 5.98

CX LogD: 5.91

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.29

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