Benzyl N-[(1S)-1-benzyl-2-[(3-fluoro-2-oxo-propyl)amino]-2-oxo-ethyl]carbamate

ID: ALA4572200

Chembl Id: CHEMBL4572200

PubChem CID: 155563088

Max Phase: Preclinical

Molecular Formula: C20H21FN2O4

Molecular Weight: 372.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CF)CNC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C20H21FN2O4/c21-12-17(24)13-22-19(25)18(11-15-7-3-1-4-8-15)23-20(26)27-14-16-9-5-2-6-10-16/h1-10,18H,11-14H2,(H,22,25)(H,23,26)/t18-/m0/s1

Standard InChI Key:  QRHGYABXBVODEX-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA4572200

   ---

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: 372.40

Molecular Weight (Monoisotopic): 372.1485

AlogP: 2.18

#Rotatable Bonds: 9

Polar Surface Area: 84.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.79

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -0.35

References

1. Qiu Z, Kuhn B, Aebi J, Lin X, Ding H, Zhou Z, Xu Z, Xu D, Han L, Liu C, Qiu H, Zhang Y, Haap W, Riemer C, Stahl M, Qin N, Shen HC, Tang G..  (2016)  Discovery of Fluoromethylketone-Based Peptidomimetics as Covalent ATG4B (Autophagin-1) Inhibitors.,  7  (8): [PMID:27563406] [10.1021/acsmedchemlett.6b00208]

2. Yang G, Li Y, Zhao Y, Ouyang L, Chen Y, Liu B, Liu J..  (2021)  Targeting Atg4B for cancer therapy: Chemical mediators.,  209  [PMID:33077263] [10.1016/j.ejmech.2020.112917]

Source

Source(1):

• Scientific Literature