5-Methyl-isoxazole-3-carboxylic acid [(7S,10S,13S)-10-(4-fluoro-benzyl)-7-formyl-3-methyl-4,9,12-trioxo-3,8,11-triaza-bicyclo[12.3.1]octadeca-1(18),14,16-trien-13-yl]-amide

ID: ALA4212963

Chembl Id: CHEMBL4212963

PubChem CID: 145967471

Max Phase: Preclinical

Molecular Formula: C29H30FN5O6

Molecular Weight: 563.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N[C@@H]2C(=O)N[C@@H](Cc3ccc(F)cc3)C(=O)N[C@H](C=O)CCC(=O)N(C)Cc3cccc2c3)no1

Standard InChI:  InChI=1S/C29H30FN5O6/c1-17-12-24(34-41-17)28(39)33-26-20-5-3-4-19(13-20)15-35(2)25(37)11-10-22(16-36)31-27(38)23(32-29(26)40)14-18-6-8-21(30)9-7-18/h3-9,12-13,16,22-23,26H,10-11,14-15H2,1-2H3,(H,31,38)(H,32,40)(H,33,39)/t22-,23-,26-/m0/s1

Standard InChI Key:  PANNIAVMSAILQJ-FXSPECFOSA-N

Alternative Forms

1. Parent:

   

   ALA4212963

   ---

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: 563.59

Molecular Weight (Monoisotopic): 563.2180

AlogP: 1.76

#Rotatable Bonds: 5

Polar Surface Area: 150.71

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.36

CX Basic pKa: ┄

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.40

Np Likeness Score: -0.20

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