4-(tert-Butyl)-N-(7-cyano-1,3-dioxo-2-(pyridin-3-ylmethyl)-isoindolin-4-yl)benzenesulfonamide

ID: ALA3799062

Chembl Id: CHEMBL3799062

PubChem CID: 118197515

Max Phase: Preclinical

Molecular Formula: C25H22N4O4S

Molecular Weight: 474.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(S(=O)(=O)Nc2ccc(C#N)c3c2C(=O)N(Cc2cccnc2)C3=O)cc1

Standard InChI:  InChI=1S/C25H22N4O4S/c1-25(2,3)18-7-9-19(10-8-18)34(32,33)28-20-11-6-17(13-26)21-22(20)24(31)29(23(21)30)15-16-5-4-12-27-14-16/h4-12,14,28H,15H2,1-3H3

Standard InChI Key:  WABKHGUEMLWJDV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3799062

   4-tert-butyl-N-[7-cyano-1,3-dioxo-2-(pyridin-3-ylmethyl)isoindol-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: 474.54

Molecular Weight (Monoisotopic): 474.1362

AlogP: 3.85

#Rotatable Bonds: 5

Polar Surface Area: 120.23

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.50

CX Basic pKa: 5.10

CX LogP: 2.78

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: -1.68

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