(4-bromo-3,5-dichloro-1H-pyrrol-2-yl)(3,5-dichloro-2-hydroxyphenyl)methanone

ID: ALA4548402

PubChem CID: 155554278

Max Phase: Preclinical

Molecular Formula: C11H4BrCl4NO2

Molecular Weight: 403.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1cc(Cl)cc(Cl)c1O)c1[nH]c(Cl)c(Br)c1Cl

Standard InChI:  InChI=1S/C11H4BrCl4NO2/c12-6-7(15)8(17-11(6)16)10(19)4-1-3(13)2-5(14)9(4)18/h1-2,17-18H

Standard InChI Key:  ILZQGVJLRYPHSN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   43.8710   -3.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8699   -3.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5779   -4.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2876   -3.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2848   -3.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5761   -2.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5737   -1.8363    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   44.5777   -5.1081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1618   -4.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1612   -5.1071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.6779   -4.1339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4541   -3.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4573   -3.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6829   -2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2013   -3.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3841   -3.4694    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.4333   -2.0367    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   43.1202   -2.5920    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   45.9959   -4.2889    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  3  8  1  0
  2  9  1  0
  9 12  1  0
  9 10  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 15 16  1  0
 14 17  1  0
 13 18  1  0
  4 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548402

   ---

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: 403.87

Molecular Weight (Monoisotopic): 400.8180

AlogP: 5.33

#Rotatable Bonds: 2

Polar Surface Area: 53.09

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.08

CX Basic pKa: ┄

CX LogP: 5.68

CX LogD: 3.79

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.23

References

1. Raimondi MV, Listro R, Cusimano MG, La Franca M, Faddetta T, Gallo G, Schillaci D, Collina S, Leonchiks A, Barone G..  (2019)  Pyrrolomycins as antimicrobial agents. Microwave-assisted organic synthesis and insights into their antimicrobial mechanism of action.,  27  (5): [PMID:30711310] [10.1016/j.bmc.2019.01.010]

Source

Source(1):

• Scientific Literature