3-((4-(4-(tert-Butyl)phenylsulfonamido)-7-chloro-1,3-dioxoisoindolin-2-yl)methyl)-pyridine 1-oxide

ID: ALA3799220

Chembl Id: CHEMBL3799220

PubChem CID: 118197423

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O5S

Molecular Weight: 499.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(S(=O)(=O)Nc2ccc(Cl)c3c2C(=O)N(Cc2ccc[n+]([O-])c2)C3=O)cc1

Standard InChI:  InChI=1S/C24H22ClN3O5S/c1-24(2,3)16-6-8-17(9-7-16)34(32,33)26-19-11-10-18(25)20-21(19)23(30)28(22(20)29)14-15-5-4-12-27(31)13-15/h4-13,26H,14H2,1-3H3

Standard InChI Key:  NYFMBNUDUROXPI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3799220

   4-tert-butyl-N-[7-chloro-2-[(1-oxidopyridin-1-ium-3-yl)methyl]-1,3-dioxoisoindol-4-yl]benzenesulfonamide

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: 499.98

Molecular Weight (Monoisotopic): 499.0969

AlogP: 3.87

#Rotatable Bonds: 5

Polar Surface Area: 110.49

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.86

CX Basic pKa: 0.99

CX LogP: 2.80

CX LogD: 1.87

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: -1.49

References

1. Kalindjian SB, Kadnur SV, Hewson CA, Venkateshappa C, Juluri S, Kristam R, Kulkarni B, Mohammed Z, Saxena R, Viswanadhan VN, Aiyar J, McVey D..  (2016)  A New Series of Orally Bioavailable Chemokine Receptor 9 (CCR9) Antagonists; Possible Agents for the Treatment of Inflammatory Bowel Disease.,  59  (7): [PMID:26987013] [10.1021/acs.jmedchem.5b01840]

Source

Source(1):

• Scientific Literature