2-[3-(1-Benzyl-1H-pyrazol-3-yl)-benzenesulfonylamino]-benzoic acid

ID: ALA583412

Chembl Id: CHEMBL583412

Cas Number: 1197896-79-9

PubChem CID: 44607341

Max Phase: Preclinical

Molecular Formula: C23H19N3O4S

Molecular Weight: 433.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1NS(=O)(=O)c1cccc(-c2cnn(Cc3ccccc3)c2)c1

Standard InChI:  InChI=1S/C23H19N3O4S/c27-23(28)21-11-4-5-12-22(21)25-31(29,30)20-10-6-9-18(13-20)19-14-24-26(16-19)15-17-7-2-1-3-8-17/h1-14,16,25H,15H2,(H,27,28)

Standard InChI Key:  PHQOBFYGHBBCBV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA583412

   2-[3-(1-Benzyl-1H-pyrazol-3-yl)-benzenesulfonylamino]-benzoic acid

Molecule Features

Natural Product: No

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: 433.49

Molecular Weight (Monoisotopic): 433.1096

AlogP: 4.10

#Rotatable Bonds: 7

Polar Surface Area: 101.29

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.04

CX Basic pKa: 1.68

CX LogP: 3.92

CX LogD: 0.69

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.76

References

1. Yin Z, Chen YL, Kondreddi RR, Chan WL, Wang G, Ng RH, Lim JY, Lee WY, Jeyaraj DA, Niyomrattanakit P, Wen D, Chao A, Glickman JF, Voshol H, Mueller D, Spanka C, Dressler S, Nilar S, Vasudevan SG, Shi PY, Keller TH..  (2009)  N-sulfonylanthranilic acid derivatives as allosteric inhibitors of dengue viral RNA-dependent RNA polymerase.,  52  (24): [PMID:20014868] [10.1021/jm901044z]

2. Venkatesham A, Saudi M, Kaptein S, Neyts J, Rozenski J, Froeyen M, Van Aerschot A..  (2017)  Aminopurine and aminoquinazoline scaffolds for development of potential dengue virus inhibitors.,  126  [PMID:27750144] [10.1016/j.ejmech.2016.10.008]

3. Nascimento IJDS, Santos-Júnior PFDS, Aquino TM, Araújo-Júnior JX, Silva-Júnior EFD..  (2021)  Insights on Dengue and Zika NS5 RNA-dependent RNA polymerase (RdRp) inhibitors.,  224  [PMID:34274831] [10.1016/j.ejmech.2021.113698]

Source

Source(1):

• Scientific Literature