(R)-benzyl 2-((2R,3S)-3-((2R,3R)-1-((R)-1-((R)-2-((R)-2-carbamoylpyrrolidine-1-carbonyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylamino)-3-methyl-1-oxopentan-2-ylcarbamoyl)-2-hydroxy-5-methylhexyl)pyrrolidine-1-carboxylate

ID: ALA3237155

Chembl Id: CHEMBL3237155

PubChem CID: 90671279

Max Phase: Preclinical

Molecular Formula: C41H64N6O8

Molecular Weight: 769.00

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)[C@@H](NC(=O)[C@@H](CC(C)C)[C@H](O)C[C@H]1CCCN1C(=O)OCc1ccccc1)C(=O)N[C@@H](C(=O)N1CCC[C@@H]1C(=O)N1CCC[C@@H]1C(N)=O)C(C)C

Standard InChI:  InChI=1S/C41H64N6O8/c1-7-27(6)35(38(51)43-34(26(4)5)40(53)47-21-13-18-32(47)39(52)46-20-12-17-31(46)36(42)49)44-37(50)30(22-25(2)3)33(48)23-29-16-11-19-45(29)41(54)55-24-28-14-9-8-10-15-28/h8-10,14-15,25-27,29-35,48H,7,11-13,16-24H2,1-6H3,(H2,42,49)(H,43,51)(H,44,50)/t27-,29-,30+,31-,32-,33-,34-,35-/m1/s1

Standard InChI Key:  HDSQRSXAGFUINW-HCCIIKIBSA-N

Associated Targets(non-human)

prt Protease (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 769.00Molecular Weight (Monoisotopic): 768.4786AlogP: 3.34#Rotatable Bonds: 17
Polar Surface Area: 191.68Molecular Species: NEUTRALHBA: 8HBD: 4
#RO5 Violations: 1HBA (Lipinski): 14HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.27CX Basic pKa: CX LogP: 2.90CX LogD: 2.90
Aromatic Rings: 1Heavy Atoms: 55QED Weighted: 0.19Np Likeness Score: -0.12

References

1. Awahara C, Tatsumi T, Furuta S, Shinjoh G, Konno H, Nosaka K, Kobayashi K, Hattori Y, Akaji K..  (2014)  Effect of prime-site sequence of retro-inverso-modified HTLV-1 protease inhibitor.,  22  (8): [PMID:24680060] [10.1016/j.bmc.2014.02.050]

Source