(R)-1-((R)-1-((R)-2-((2R,3R)-2-((S)-2-((R)-1-hydroxy-2-((R)-pyrrolidin-2-yl)ethyl)-4-methylpentanamido)-3-methylpentanamido)-3-methylbutanoyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxamide

ID: ALA3237153

Chembl Id: CHEMBL3237153

PubChem CID: 90671277

Max Phase: Preclinical

Molecular Formula: C33H58N6O6

Molecular Weight: 634.86

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]1CCCN1)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/C33H58N6O6/c1-7-21(6)28(37-30(42)23(17-19(2)3)26(40)18-22-11-8-14-35-22)31(43)36-27(20(4)5)33(45)39-16-10-13-25(39)32(44)38-15-9-12-24(38)29(34)41/h19-28,35,40H,7-18H2,1-6H3,(H2,34,41)(H,36,43)(H,37,42)/t21-,22-,23+,24-,25-,26-,27-,28-/m1/s1

Standard InChI Key:  MRKGKMGWEHUWQN-VIDHWKOLSA-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: 634.86Molecular Weight (Monoisotopic): 634.4418AlogP: 1.29#Rotatable Bonds: 15
Polar Surface Area: 174.17Molecular Species: BASEHBA: 7HBD: 5
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 6#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.36CX Basic pKa: 10.68CX LogP: 0.79CX LogD: -2.02
Aromatic Rings: Heavy Atoms: 45QED Weighted: 0.18Np Likeness Score: 0.09

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