N-(4-(4-acetylpiperazin-1-yl)benzyl)-N-cyclobutyl-1-phenylmethanesulfonamide

ID: ALA3317836

Chembl Id: CHEMBL3317836

Cas Number: 1445901-41-6

PubChem CID: 86690644

Max Phase: Preclinical

Molecular Formula: C24H31N3O3S

Molecular Weight: 441.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCN(c2ccc(CN(C3CCC3)S(=O)(=O)Cc3ccccc3)cc2)CC1

Standard InChI:  InChI=1S/C24H31N3O3S/c1-20(28)25-14-16-26(17-15-25)23-12-10-21(11-13-23)18-27(24-8-5-9-24)31(29,30)19-22-6-3-2-4-7-22/h2-4,6-7,10-13,24H,5,8-9,14-19H2,1H3

Standard InChI Key:  KIHDXHLXSMPQSN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3317836

   ROR|At inverse agonist 30

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: 441.60

Molecular Weight (Monoisotopic): 441.2086

AlogP: 3.24

#Rotatable Bonds: 7

Polar Surface Area: 60.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.26

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -1.51

References

1. Fauber BP, René O, de Leon Boenig G, Burton B, Deng Y, Eidenschenk C, Everett C, Gobbi A, Hymowitz SG, Johnson AR, La H, Liimatta M, Lockey P, Norman M, Ouyang W, Wang W, Wong H..  (2014)  Reduction in lipophilicity improved the solubility, plasma-protein binding, and permeability of tertiary sulfonamide RORc inverse agonists.,  24  (16): [PMID:25017032] [10.1016/j.bmcl.2014.06.048]

2.  (2015)  Benzyl sulfonamide derivatives as RORc modulators, 

3. Sun,N.; Ma,X.; Zhou,K.; Zhu,C.; Cao,Z.; Wang,Y.; Xu,J.; Fu,W..  (2020)  Discovery of novel N-sulfonamide-tetrahydroquinolines as potent retinoic acid receptor-related orphan receptor γt inverse agonists for the treatment of autoimmune diseases.,  187  [PMID:31881455] [10.1016/j.ejmech.2019.111984]

4. Ma X, Sun N, Li X, Fu W..  (2021)  Discovery of novel N-sulfonamide-tetrahydroisoquinolines as potent retinoic acid receptor-related orphan receptor γt agonists.,  222  [PMID:34118722] [10.1016/j.ejmech.2021.113585]

5. Das B, Baidya ATK, Mathew AT, Yadav AK, Kumar R..  (2022)  Structural modification aimed for improving solubility of lead compounds in early phase drug discovery.,  56  [PMID:35033884] [10.1016/j.bmc.2022.116614]

Source

Source(2):

• Scientific Literature
• BindingDB Database