1-acryloyl-3,5-bis(4-fluoro-3-nitrobenzylidene)azepan-4-one

ID: ALA4441423

Chembl Id: CHEMBL4441423

Cas Number: 1431280-51-1

PubChem CID: 71523377

Max Phase: Preclinical

Molecular Formula: C23H17F2N3O6

Molecular Weight: 469.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CC/C(=C\c2ccc(F)c([N+](=O)[O-])c2)C(=O)/C(=C/c2ccc(F)c([N+](=O)[O-])c2)C1

Standard InChI:  InChI=1S/C23H17F2N3O6/c1-2-22(29)26-8-7-16(9-14-3-5-18(24)20(11-14)27(31)32)23(30)17(13-26)10-15-4-6-19(25)21(12-15)28(33)34/h2-6,9-12H,1,7-8,13H2/b16-9+,17-10+

Standard InChI Key:  SCKXBVLYWLLALY-CZCYGEDCSA-N

Alternative Forms

1. Parent:

   

   ALA4441423

   Vlx1570

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: 469.40

Molecular Weight (Monoisotopic): 469.1085

AlogP: 4.24

#Rotatable Bonds: 5

Polar Surface Area: 123.66

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.72

CX LogD: 4.72

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -0.71

References

1. Schauer NJ, Magin RS, Liu X, Doherty LM, Buhrlage SJ..  (2020)  Advances in Discovering Deubiquitinating Enzyme (DUB) Inhibitors.,  63  (6): [PMID:31682427] [10.1021/acs.jmedchem.9b01138]

2. Ward JA, Pinto-Fernandez A, Cornelissen L, Bonham S, Díaz-Sáez L, Riant O, Huber KVM, Kessler BM, Feron O, Tate EW..  (2020)  Re-Evaluating the Mechanism of Action of α,β-Unsaturated Carbonyl DUB Inhibitors b-AP15 and VLX1570: A Paradigmatic Example of Unspecific Protein Cross-linking with Michael Acceptor Motif-Containing Drugs.,  63  (7): [PMID:32109059] [10.1021/acs.jmedchem.0c00144]

3. Zhang Z, Liu X, Zhao L, Zhou Y, Shi J, Chen W, Li J..  (2022)  A review on the treatment of multiple myeloma with small molecular agents in the past five years.,  229  [PMID:34974338] [10.1016/j.ejmech.2021.114053]

4. Li P, Liu HM..  (2020)  Recent advances in the development of ubiquitin-specific-processing protease 7 (USP7) inhibitors.,  191  [PMID:32092586] [10.1016/j.ejmech.2020.112107]

Source

Source(1):

• Scientific Literature