2-((5-(4-hydroxyphenyl)-1,3,4-thiadiazol-2-yl)carbamoyl)benzoic acid

ID: ALA5221003

PubChem CID: 155925512

Max Phase: Preclinical

Molecular Formula: C16H11N3O4S

Molecular Weight: 341.35

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1C(=O)Nc1nnc(-c2ccc(O)cc2)s1

Standard InChI:  InChI=1S/C16H11N3O4S/c20-10-7-5-9(6-8-10)14-18-19-16(24-14)17-13(21)11-3-1-2-4-12(11)15(22)23/h1-8,20H,(H,22,23)(H,17,19,21)

Standard InChI Key:  BJADAXDXLVIAJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -0.2914   -0.0560    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9589    0.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7039    1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3759    0.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730    0.2152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565    0.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535    0.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429    1.5956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372    1.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316    0.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1452    0.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5658   -0.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -0.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    0.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9697   -0.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7645   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482   -0.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372    0.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3418    0.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1845   -0.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -0.5850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -1.5956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1452   -0.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
 10  8  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  8 14  1  0
 15  2  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 15 20  1  0
 20 19  2  0
 21 14  1  0
 21 22  2  0
 21 23  1  0
 18 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5221003

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 341.35

Molecular Weight (Monoisotopic): 341.0470

AlogP: 2.86

#Rotatable Bonds: 4

Polar Surface Area: 112.41

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.90

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: -0.60

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -1.35

References

1. Brai A, Trivisani CI, Poggialini F, Pasqualini C, Vagaggini C, Dreassi E..  (2022)  DEAD-Box Helicase DDX3X as a Host Target against Emerging Viruses: New Insights for Medicinal Chemical Approaches.,  65  (15.0): [PMID:35899912] [10.1021/acs.jmedchem.2c00755]

Source

Source(1):

• Scientific Literature