(S)-2-acetamido-6-amino-N-((S)-6-amino-1-(((S)-2-(benzylamino)-2-oxo-1-(4-((4-(trifluoromethyl)benzyl)oxy)phenyl)ethyl)amino)-1-oxohexan-2-yl)hexanamide

ID: ALA5177478

Chembl Id: CHEMBL5177478

PubChem CID: 168272603

Max Phase: Preclinical

Molecular Formula: C37H47F3N6O5

Molecular Weight: 712.81

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)NCc1ccccc1)c1ccc(OCc2ccc(C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C37H47F3N6O5/c1-25(47)44-31(11-5-7-21-41)34(48)45-32(12-6-8-22-42)35(49)46-33(36(50)43-23-26-9-3-2-4-10-26)28-15-19-30(20-16-28)51-24-27-13-17-29(18-14-27)37(38,39)40/h2-4,9-10,13-20,31-33H,5-8,11-12,21-24,41-42H2,1H3,(H,43,50)(H,44,47)(H,45,48)(H,46,49)/t31-,32-,33-/m0/s1

Standard InChI Key:  HHIMYGNCUXLNRB-ZDCRTTOTSA-N

Alternative Forms

1. Parent:

   

   ALA5177478

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 712.81

Molecular Weight (Monoisotopic): 712.3560

AlogP: 4.01

#Rotatable Bonds: 20

Polar Surface Area: 177.67

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.82

CX Basic pKa: 10.49

CX LogP: 2.67

CX LogD: -2.35

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.10

Np Likeness Score: -0.55

References

1. Colarusso S, Ferrigno F, Ponzi S, Pavone F, Conte I, Abate L, Beghetto E, Missineo A, Amaudrut J, Bresciani A, Paonessa G, Tomei L, Montalbetti C, Bianchi E, Toniatti C, Ontoria JM..  (2022)  SAR evolution towards potent C-terminal carboxamide peptide inhibitors of Zika virus NS2B-NS3 protease.,  57  [PMID:35123179] [10.1016/j.bmc.2022.116631]

Source

Source(1):

• Scientific Literature