9-(3-Bromo-4-methoxy-phenyl)-5,9-dihydro-1,3-dioxa-8-thia-5-aza-cyclo-hepta[f]inden-6-one

ID: ALA4095799

PubChem CID: 137654806

Max Phase: Preclinical

Molecular Formula: C17H14BrNO4S

Molecular Weight: 408.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2SCC(=O)Nc3cc4c(cc32)OCO4)cc1Br

Standard InChI:  InChI=1S/C17H14BrNO4S/c1-21-13-3-2-9(4-11(13)18)17-10-5-14-15(23-8-22-14)6-12(10)19-16(20)7-24-17/h2-6,17H,7-8H2,1H3,(H,19,20)

Standard InChI Key:  YHZVXDSEKUILBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   10.0615  -13.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5749  -13.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0615  -14.4755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8425  -14.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5592  -14.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2717  -14.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2717  -13.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5592  -12.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8425  -13.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9168  -12.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7193  -13.0696    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0766  -13.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7193  -14.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9168  -14.7381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2337  -15.1977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7432  -12.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9446  -11.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7710  -11.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3563  -10.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1549  -10.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3244  -11.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1946   -9.6828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7758   -9.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9765  -10.7945    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  6 14  1  0
  7 10  1  0
 13 15  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 22 23  1  0
 19 22  1  0
 18 24  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095799

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 408.27

Molecular Weight (Monoisotopic): 406.9827

AlogP: 3.96

#Rotatable Bonds: 2

Polar Surface Area: 56.79

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.25

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -0.16

References

1. Wu L, Yang X, Peng Q, Sun G..  (2017)  Synthesis and anti-proliferative activity evaluation of novel benzo[d][1,3] dioxoles-fused 1,4-thiazepines.,  127  [PMID:28119200] [10.1016/j.ejmech.2017.01.021]

Source

Source(1):

• Scientific Literature