2-(4-(4-(tert-Butyl)benzyl)piperazine-1-sulfonamido)-5-(phenethylthio)benzoic Acid

ID: ALA4576854

Chembl Id: CHEMBL4576854

PubChem CID: 145994390

Max Phase: Preclinical

Molecular Formula: C30H37N3O4S2

Molecular Weight: 567.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(CN2CCN(S(=O)(=O)Nc3ccc(SCCc4ccccc4)cc3C(=O)O)CC2)cc1

Standard InChI:  InChI=1S/C30H37N3O4S2/c1-30(2,3)25-11-9-24(10-12-25)22-32-16-18-33(19-17-32)39(36,37)31-28-14-13-26(21-27(28)29(34)35)38-20-15-23-7-5-4-6-8-23/h4-14,21,31H,15-20,22H2,1-3H3,(H,34,35)

Standard InChI Key:  WIWNZUYJVZDDEH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4576854

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 567.78

Molecular Weight (Monoisotopic): 567.2225

AlogP: 5.49

#Rotatable Bonds: 10

Polar Surface Area: 89.95

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.33

CX Basic pKa: 6.70

CX LogP: 3.00

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: -1.47

References

1. Kump KJ, Miao L, Mady ASA, Ansari NH, Shrestha UK, Yang Y, Pal M, Liao C, Perdih A, Abulwerdi FA, Chinnaswamy K, Meagher JL, Carlson JM, Khanna M, Stuckey JA, Nikolovska-Coleska Z..  (2020)  Discovery and Characterization of 2,5-Substituted Benzoic Acid Dual Inhibitors of the Anti-apoptotic Mcl-1 and Bfl-1 Proteins.,  63  (5): [PMID:31971799] [10.1021/acs.jmedchem.9b01442]

2. Feng X, Yan Z, Zhou F, Lou J, Lyu X, Ren X, Zeng Z, Liu C, Zhang S, Zhu D, Huang H, Yang J, Zhao Y..  (2022)  Discovery of a selective and covalent small-molecule inhibitor of BFL-1 protein that induces robust apoptosis in cancer cells.,  236  [PMID:35385805] [10.1016/j.ejmech.2022.114327]

Source

Source(1):

• Scientific Literature