(E)-3-oxo-1,3-dihydroisobenzofuran-5-yl-(4-bromo)cinnamate

ID: ALA4578745

PubChem CID: 155565108

Max Phase: Preclinical

Molecular Formula: C17H11BrO4

Molecular Weight: 359.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(Br)cc1)Oc1ccc2c(c1)C(=O)OC2

Standard InChI:  InChI=1S/C17H11BrO4/c18-13-5-1-11(2-6-13)3-8-16(19)22-14-7-4-12-10-21-17(20)15(12)9-14/h1-9H,10H2/b8-3+

Standard InChI Key:  MGTTUEXHSMQMOZ-FPYGCLRLSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.2377   -9.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2366  -10.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9446  -10.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9429   -9.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6515   -9.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6517  -10.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4304  -10.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9114  -10.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4300   -9.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6822   -8.5906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5299   -9.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8223   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1145   -9.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8225  -10.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4069   -9.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991   -9.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7028   -8.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9958   -7.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -8.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2900   -9.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9976   -9.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -7.9924    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578745

   ---

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: 359.18

Molecular Weight (Monoisotopic): 357.9841

AlogP: 3.74

#Rotatable Bonds: 3

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.70

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.48

Np Likeness Score: 0.25

References

1. Rodrigues MP, Tomaz DC, Ângelo de Souza L, Onofre TS, Aquiles de Menezes W, Almeida-Silva J, Suarez-Fontes AM, Rogéria de Almeida M, Manoel da Silva A, Bressan GC, Vannier-Santos MA, Rangel Fietto JL, Teixeira RR..  (2019)  Synthesis of cinnamic acid derivatives and leishmanicidal activity against Leishmania braziliensis.,  183  [PMID:31542714] [10.1016/j.ejmech.2019.111688]

Source

Source(1):

• Scientific Literature