4,5-Dibromo-1H-pyrrole-2-carboxylic acid(3-cyanobenzyloxy)-amide

ID: ALA1770180

PubChem CID: 53231757

Max Phase: Preclinical

Molecular Formula: C13H9Br2N3O2

Molecular Weight: 399.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(CONC(=O)c2cc(Br)c(Br)[nH]2)c1

Standard InChI:  InChI=1S/C13H9Br2N3O2/c14-10-5-11(17-12(10)15)13(19)18-20-7-9-3-1-2-8(4-9)6-16/h1-5,17H,7H2,(H,18,19)

Standard InChI Key:  HZRQQVLTNCUALA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -2.6792   -3.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0099   -3.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2667   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3485   -3.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763   -1.9116    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327   -3.6236    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2983   -3.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036   -4.6101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812   -3.3772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1306   -3.7943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477   -3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595   -3.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503   -4.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2613   -5.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2704   -3.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820   -3.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9812   -4.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2552   -5.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -6.6918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  1  0
  5  1  1  0
 10 11  1  0
 11 12  1  0
  4  6  1  0
 12 13  1  0
  4  5  2  0
 13 14  2  0
  5  7  1  0
 14 15  1  0
 15 18  2  0
  2  3  2  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
  2  8  1  0
  1  2  1  0
  8  9  2  0
 15 19  1  0
  3  4  1  0
 19 20  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1770180

   4,5-dibromo-N-[(3-cyanophenyl)methoxy]-1H-pyrrole-2-carboxamide

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: 399.04

Molecular Weight (Monoisotopic): 396.9062

AlogP: 3.27

#Rotatable Bonds: 4

Polar Surface Area: 77.91

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.57

CX Basic pKa: ┄

CX LogP: 3.02

CX LogD: 3.02

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -0.80

References

1. Wang MZ, Xu H, Liu TW, Feng Q, Yu SJ, Wang SH, Li ZM..  (2011)  Design, synthesis and antifungal activities of novel pyrrole alkaloid analogs.,  46  (5): [PMID:21356570] [10.1016/j.ejmech.2011.01.031]

Source

Source(1):

• Scientific Literature