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

ID: ALA1771524

PubChem CID: 53231641

Max Phase: Preclinical

Molecular Formula: C12H9Br2FN2O2

Molecular Weight: 392.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NOCc1ccc(F)cc1)c1cc(Br)c(Br)[nH]1

Standard InChI:  InChI=1S/C12H9Br2FN2O2/c13-9-5-10(16-11(9)14)12(18)17-19-6-7-1-3-8(15)4-2-7/h1-5,16H,6H2,(H,17,18)

Standard InChI Key:  DJBSFRPZVPOACD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.5292  -15.5083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8599  -15.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1167  -14.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417  -14.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1985  -15.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4263  -13.5699    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827  -15.2819    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483  -15.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1536  -16.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312  -15.0355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806  -15.4526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977  -15.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7095  -15.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7003  -16.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4113  -16.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4204  -15.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1320  -15.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312  -16.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439  -16.7088    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  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
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1771524

   4,5-dibromo-N-[(4-fluorophenyl)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: 392.02

Molecular Weight (Monoisotopic): 389.9015

AlogP: 3.54

#Rotatable Bonds: 4

Polar Surface Area: 54.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.57

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -0.58

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