5-bromo-N-(3-chloro-4-fluorophenyl)-2-hydroxybenzamide

ID: ALA4476173

Cas Number: 663152-26-9

PubChem CID: 589423

Max Phase: Preclinical

Molecular Formula: C13H8BrClFNO2

Molecular Weight: 344.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(F)c(Cl)c1)c1cc(Br)ccc1O

Standard InChI:  InChI=1S/C13H8BrClFNO2/c14-7-1-4-12(18)9(5-7)13(19)17-8-2-3-11(16)10(15)6-8/h1-6,18H,(H,17,19)

Standard InChI Key:  IACIEELCBUGESW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    9.9163  -10.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9152  -11.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6232  -11.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3329  -11.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3300  -10.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6214  -10.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6190   -9.1869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0362   -9.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7455  -10.4040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0331   -9.1809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4516   -9.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1593  -10.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8650   -9.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8623   -9.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1481   -8.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4454   -9.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1421   -7.9505    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.5679   -8.7613    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.6230  -12.4587    0.0000 Br  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
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
 14 18  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476173

   5-Bromo-N-(3-chloro-4-fluorophenyl)-2-hydroxybenzamide

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: 344.57

Molecular Weight (Monoisotopic): 342.9411

AlogP: 4.20

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.49

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.02

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: -1.97

References

1. Ruiz V, Czyzyk DJ, Valhondo M, Jorgensen WL, Anderson KS..  (2019)  Novel allosteric covalent inhibitors of bifunctional Cryptosporidium hominis TS-DHFR from parasitic protozoa identified by virtual screening.,  29  (11): [PMID:30929953] [10.1016/j.bmcl.2019.03.022]

Source

Source(1):

• Scientific Literature