6,7-dibromo-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

ID: ALA1223673

PubChem CID: 46938557

Max Phase: Preclinical

Molecular Formula: C10H5Br2NO3

Molecular Weight: 346.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(=O)c2cc(Br)c(Br)cc2[nH]1

Standard InChI:  InChI=1S/C10H5Br2NO3/c11-5-1-4-7(2-6(5)12)13-8(10(15)16)3-9(4)14/h1-3H,(H,13,14)(H,15,16)

Standard InChI Key:  WHRFFBWANBDQJV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    9.1534    0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1522   -0.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8668   -1.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8650    0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5800    0.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5808   -0.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2959   -1.2086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0106   -0.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0059    0.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2903    0.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2859    1.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7289   -1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7321   -2.0306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4414   -0.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4391    0.4372    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.4377   -1.2138    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  9 10  1  0
 10  5  1  0
 10 11  2  0
  2  3  1  0
  5  6  1  0
  3  6  2  0
  6  7  1  0
  1  2  2  0
 12 13  2  0
 12 14  1  0
  8 12  1  0
  7  8  1  0
  1 15  1  0
  5  4  2  0
  2 16  1  0
  8  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1223673

   6,7-dibromo-4-oxo-1H-quinoline-2-carboxylic acid

Molecule Features

Natural Product: Yes

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: 346.96

Molecular Weight (Monoisotopic): 344.8636

AlogP: 2.75

#Rotatable Bonds: 1

Polar Surface Area: 70.16

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.51

CX Basic pKa: ┄

CX LogP: 3.12

CX LogD: -0.41

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: 0.25

References

1. Yin S, Boyle GM, Carroll AR, Kotiw M, Dearnaley J, Quinn RJ, Davis RA..  (2010)  Caelestines A-D, brominated quinolinecarboxylic acids from the Australian ascidian Aplidium caelestis.,  73  (9): [PMID:20704301] [10.1021/np100329w]

Source

Source(1):

• Scientific Literature