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

ID: ALA3800052

Chembl Id: CHEMBL3800052

PubChem CID: 118197481

Max Phase: Preclinical

Molecular Formula: C23H20ClN3O5S

Molecular Weight: 485.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(S(=O)(=O)Nc2ccc(Cl)c3c2C(=O)N(c2ccc[n+]([O-])c2)C3=O)cc1

Standard InChI:  InChI=1S/C23H20ClN3O5S/c1-23(2,3)14-6-8-16(9-7-14)33(31,32)25-18-11-10-17(24)19-20(18)22(29)27(21(19)28)15-5-4-12-26(30)13-15/h4-13,25H,1-3H3

Standard InChI Key:  LJAZXZJKTNHUQR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3800052

   4-tert-butyl-N-[7-chloro-2-(1-oxidopyridin-1-ium-3-yl)-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: 485.95

Molecular Weight (Monoisotopic): 485.0812

AlogP: 3.87

#Rotatable Bonds: 4

Polar Surface Area: 110.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.13

CX Basic pKa: 0.49

CX LogP: 2.73

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.53

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