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

ID: ALA3237158

Chembl Id: CHEMBL3237158

PubChem CID: 90671282

Max Phase: Preclinical

Molecular Formula: C39H68N6O7

Molecular Weight: 733.01

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)CCC(C)C)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/C39H68N6O7/c1-9-26(8)34(42-36(49)28(21-24(4)5)31(46)22-27-13-10-18-43(27)32(47)17-16-23(2)3)37(50)41-33(25(6)7)39(52)45-20-12-15-30(45)38(51)44-19-11-14-29(44)35(40)48/h23-31,33-34,46H,9-22H2,1-8H3,(H2,40,48)(H,41,50)(H,42,49)/t26-,27-,28+,29-,30-,31-,33-,34-/m1/s1

Standard InChI Key:  ZGXBVHDZCCVBKY-WTOXSFQCSA-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: 733.01Molecular Weight (Monoisotopic): 732.5149AlogP: 2.97#Rotatable Bonds: 18
Polar Surface Area: 182.45Molecular Species: NEUTRALHBA: 7HBD: 4
#RO5 Violations: 1HBA (Lipinski): 13HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.30CX Basic pKa: 0.00CX LogP: 2.43CX LogD: 2.43
Aromatic Rings: Heavy Atoms: 52QED Weighted: 0.17Np Likeness Score: -0.07

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