N-((2S,5S,14S)-5-(2-(azetidin-1-yl)-2-oxoacetyl)-2-(4-fluorobenzyl)-9-methyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl)-5-methylisoxazole-3-carboxamide

ID: ALA4203502

Chembl Id: CHEMBL4203502

PubChem CID: 145975548

Max Phase: Preclinical

Molecular Formula: C30H37FN6O7

Molecular Weight: 612.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N[C@H]2CCCCN(C)C(=O)CC[C@@H](C(=O)C(=O)N3CCC3)NC(=O)[C@H](Cc3ccc(F)cc3)NC2=O)no1

Standard InChI:  InChI=1S/C30H37FN6O7/c1-18-16-24(35-44-18)29(42)33-22-6-3-4-13-36(2)25(38)12-11-21(26(39)30(43)37-14-5-15-37)32-28(41)23(34-27(22)40)17-19-7-9-20(31)10-8-19/h7-10,16,21-23H,3-6,11-15,17H2,1-2H3,(H,32,41)(H,33,42)(H,34,40)/t21-,22-,23-/m0/s1

Standard InChI Key:  WPSQQNYEJPIZHY-VABKMULXSA-N

Alternative Forms

1. Parent:

   

   ALA4203502

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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: 612.66

Molecular Weight (Monoisotopic): 612.2708

AlogP: 0.66

#Rotatable Bonds: 6

Polar Surface Area: 171.02

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.46

CX Basic pKa: ┄

CX LogP: 0.37

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.40

Np Likeness Score: -0.77

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