benzyl (S)-1-((S)-1-((S)-2-((S)-1-fluoro-6-guanidino-2-oxohexan-3-ylcarbamoyl)pyrrolidin-1-yl)-5-guanidino-1-oxopentan-2-ylamino)-3-methyl-1-oxobutan-2-ylcarbamate

ID: ALA4459733

Chembl Id: CHEMBL4459733

PubChem CID: 99648010

Max Phase: Preclinical

Molecular Formula: C31H49FN10O6

Molecular Weight: 676.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)CF

Standard InChI:  InChI=1S/C31H49FN10O6/c1-19(2)25(41-31(47)48-18-20-9-4-3-5-10-20)27(45)40-22(12-7-15-38-30(35)36)28(46)42-16-8-13-23(42)26(44)39-21(24(43)17-32)11-6-14-37-29(33)34/h3-5,9-10,19,21-23,25H,6-8,11-18H2,1-2H3,(H,39,44)(H,40,45)(H,41,47)(H4,33,34,37)(H4,35,36,38)/t21-,22-,23-,25-/m0/s1

Standard InChI Key:  DYQKGOBRZWMAHV-LCXINAFSSA-N

Alternative Forms

1. Parent:

   

   ALA4459733

   Z-Vrpr-fmk

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: 676.79

Molecular Weight (Monoisotopic): 676.3821

AlogP: -0.04

#Rotatable Bonds: 19

Polar Surface Area: 257.71

Molecular Species: BASE

HBA: 8

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.13

CX Basic pKa: 11.98

CX LogP: -0.83

CX LogD: -5.11

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.05

Np Likeness Score: -0.19

References

1. Hatcher JM, Du G, Fontán L, Us I, Qiao Q, Chennamadhavuni S, Shao J, Wu H, Melnick A, Gray NS, Scott DA..  (2019)  Peptide-based covalent inhibitors of MALT1 paracaspase.,  29  (11): [PMID:30954428] [10.1016/j.bmcl.2019.03.046]

2. van de Plassche MAT, O'Neill TJ, Seeholzer T, Turk B, Krappmann D, Verhelst SHL..  (2020)  Use of Non-Natural Amino Acids for the Design and Synthesis of a Selective, Cell-Permeable MALT1 Activity-Based Probe.,  63  (8): [PMID:32227886] [10.1021/acs.jmedchem.9b01879]

Source

Source(1):

• Scientific Literature