benzyl (2S)-1-((2S)-1-(1-acetamido-3-oxopropan-2-ylamino)-1-oxo-3-phenylpropan-2-ylamino)-4-methyl-1-oxopentan-2-ylcarbamate

ID: ALA4215964

Chembl Id: CHEMBL4215964

PubChem CID: 22210753

Max Phase: Preclinical

Molecular Formula: C28H36N4O6

Molecular Weight: 524.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NCC(C=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C28H36N4O6/c1-19(2)14-24(32-28(37)38-18-22-12-8-5-9-13-22)27(36)31-25(15-21-10-6-4-7-11-21)26(35)30-23(17-33)16-29-20(3)34/h4-13,17,19,23-25H,14-16,18H2,1-3H3,(H,29,34)(H,30,35)(H,31,36)(H,32,37)/t23?,24-,25-/m0/s1

Standard InChI Key:  HNJTWNHVYYHHQE-DJHGOXGWSA-N

Alternative Forms

1. Parent:

   

   ALA4215964

   Cbz-Leu-Phe-DL-Dap(Ac)(Ac)-al

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

Calculated Properties

Molecular Weight: 524.62

Molecular Weight (Monoisotopic): 524.2635

AlogP: 1.87

#Rotatable Bonds: 14

Polar Surface Area: 142.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.13

CX Basic pKa: ┄

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: 0.03

References

1. Namoto K, Sirockin F, Sellner H, Wiesmann C, Villard F, Moreau RJ, Valeur E, Paulding SC, Schleeger S, Schipp K, Loup J, Andrews L, Swale R, Robinson M, Farady CJ..  (2018)  Structure-based design and synthesis of macrocyclic human rhinovirus 3C protease inhibitors.,  28  (5): [PMID:29433930] [10.1016/j.bmcl.2018.01.064]

Source

Source(1):

• Scientific Literature