ID: ALA4228168

Max Phase: Preclinical

Molecular Formula: C26H32FN5O3

Molecular Weight: 481.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CC(=O)NCCCC[C@H](NC(=O)Cc1ccccc1)C(=O)N1CCN(c2cccc(F)n2)CC1

Standard InChI:  InChI=1S/C26H32FN5O3/c1-2-24(33)28-14-7-6-11-21(29-25(34)19-20-9-4-3-5-10-20)26(35)32-17-15-31(16-18-32)23-13-8-12-22(27)30-23/h2-5,8-10,12-13,21H,1,6-7,11,14-19H2,(H,28,33)(H,29,34)/t21-/m0/s1

Standard InChI Key:  JPCKSGYJCGBAGG-NRFANRHFSA-N

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

Properties

Molecular Weight: 481.57

Molecular Weight (Monoisotopic): 481.2489

AlogP: 2.07

#Rotatable Bonds: 11

Polar Surface Area: 94.64

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.34

CX Basic pKa: 0.54

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -1.18

References

1. Wodtke R, Hauser C, Ruiz-Gómez G, Jäckel E, Bauer D, Lohse M, Wong A, Pufe J, Ludwig FA, Fischer S, Hauser S, Greif D, Pisabarro MT, Pietzsch J, Pietsch M, Löser R..  (2018)  Nε-Acryloyllysine Piperazides as Irreversible Inhibitors of Transglutaminase 2: Synthesis, Structure-Activity Relationships, and Pharmacokinetic Profiling.,  61  (10): [PMID:29664627] [10.1021/acs.jmedchem.8b00286]

Source

Source(1):

• Scientific Literature