3-bromo-2-hydroxy-5-(thiazolidine-3-carbonyl)benzonitrile

ID: ALA4742110

PubChem CID: 162647294

Max Phase: Preclinical

Molecular Formula: C11H9BrN2O2S

Molecular Weight: 313.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(C(=O)N2CCSC2)cc(Br)c1O

Standard InChI:  InChI=1S/C11H9BrN2O2S/c12-9-4-7(3-8(5-13)10(9)15)11(16)14-1-2-17-6-14/h3-4,15H,1-2,6H2

Standard InChI Key:  ZWOPXNHTSHQXMF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   21.7986   -3.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7975   -3.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5055   -4.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2152   -3.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2123   -3.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5037   -2.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0908   -2.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0906   -1.8285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9235   -4.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5082   -5.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5080   -5.9130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3832   -3.0544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6371   -2.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0905   -3.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4993   -4.0330    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.2985   -3.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9185   -2.6393    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
  1  7  1  0
  7  8  2  0
  4  9  1  0
 10 11  3  0
  3 10  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
  5 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742110

   ---

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: 313.18

Molecular Weight (Monoisotopic): 311.9568

AlogP: 2.17

#Rotatable Bonds: 1

Polar Surface Area: 64.33

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.76

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.86

Np Likeness Score: -1.60

References

1. Uda J,Kobashi S,Ashizawa N,Matsumoto K,Iwanaga T.  (2021)  Novel monocyclic amide-linked phenol derivatives without mitochondrial toxicity have potent uric acid-lowering activity.,  40  [PMID:33684442] [10.1016/j.bmcl.2021.127900]

Source

Source(1):

• Scientific Literature