3-bromo-N-(3,5-dichlorophenylcarbamoyl)-2,6-dimethoxybenzamide

ID: ALA4536808

PubChem CID: 2800404

Max Phase: Preclinical

Molecular Formula: C16H13BrCl2N2O4

Molecular Weight: 448.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Br)c(OC)c1C(=O)NC(=O)Nc1cc(Cl)cc(Cl)c1

Standard InChI:  InChI=1S/C16H13BrCl2N2O4/c1-24-12-4-3-11(17)14(25-2)13(12)15(22)21-16(23)20-10-6-8(18)5-9(19)7-10/h3-7H,1-2H3,(H2,20,21,22,23)

Standard InChI Key:  AXNQLVSNDSHDPD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   18.2038  -17.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2026  -18.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9107  -19.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6203  -18.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6175  -17.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9089  -17.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3287  -19.0892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0358  -18.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7441  -19.0869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0345  -17.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4512  -18.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1595  -19.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4499  -17.8600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1564  -19.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8639  -20.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5720  -19.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5681  -19.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8600  -18.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4482  -20.3102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4471  -21.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8555  -17.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5609  -17.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2737  -18.6666    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.9065  -16.6366    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.4946  -19.0902    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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 14 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 17 23  1  0
  6 24  1  0
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536808

   3-bromo-N-[(3,5-dichlorophenyl)carbamoyl]-2,6-dimethoxybenzamide

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: 448.10

Molecular Weight (Monoisotopic): 445.9436

AlogP: 4.74

#Rotatable Bonds: 4

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.39

CX Basic pKa: ┄

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.12

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