N-((5S,8S,11S,18aR)-8-(4-fluorobenzyl)-11-formyl-2,6,9,14-tetraoxooctadecahydropyrrolo[2,1-k][1,4,8,12]tetraazacyclohexadecin-5-yl)-5-methylisoxazole-3-carboxamide

ID: ALA4212167

Chembl Id: CHEMBL4212167

PubChem CID: 145964819

Max Phase: Preclinical

Molecular Formula: C28H33FN6O7

Molecular Weight: 584.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N[C@H]2CNC(=O)C[C@H]3CCCN3C(=O)CC[C@@H](C=O)NC(=O)[C@H](Cc3ccc(F)cc3)NC2=O)no1

Standard InChI:  InChI=1S/C28H33FN6O7/c1-16-11-22(34-42-16)27(40)33-23-14-30-24(37)13-20-3-2-10-35(20)25(38)9-8-19(15-36)31-26(39)21(32-28(23)41)12-17-4-6-18(29)7-5-17/h4-7,11,15,19-21,23H,2-3,8-10,12-14H2,1H3,(H,30,37)(H,31,39)(H,32,41)(H,33,40)/t19-,20+,21-,23-/m0/s1

Standard InChI Key:  QXIMJJDEMAWWAM-KGSLCBSSSA-N

Alternative Forms

1. Parent:

   

   ALA4212167

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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: 584.61

Molecular Weight (Monoisotopic): 584.2395

AlogP: -0.08

#Rotatable Bonds: 5

Polar Surface Area: 179.81

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.46

CX Basic pKa: ┄

CX LogP: -1.03

CX LogD: -1.03

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.35

Np Likeness Score: -0.21

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