(R)-1-((R)-1-((R)-2-((2R,3R)-2-((S)-2-((R)-2-((R)-1-cinnamoylpyrrolidin-2-yl)-1-hydroxyethyl)-4-methylpentanamido)-3-methylpentanamido)-3-methylbutanoyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxamide

ID: ALA3237156

Chembl Id: CHEMBL3237156

PubChem CID: 90671280

Max Phase: Preclinical

Molecular Formula: C42H64N6O7

Molecular Weight: 765.01

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)/C=C/c1ccccc1)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/C42H64N6O7/c1-7-28(6)37(40(53)44-36(27(4)5)42(55)48-23-13-18-33(48)41(54)47-22-12-17-32(47)38(43)51)45-39(52)31(24-26(2)3)34(49)25-30-16-11-21-46(30)35(50)20-19-29-14-9-8-10-15-29/h8-10,14-15,19-20,26-28,30-34,36-37,49H,7,11-13,16-18,21-25H2,1-6H3,(H2,43,51)(H,44,53)(H,45,52)/b20-19+/t28-,30-,31+,32-,33-,34-,36-,37-/m1/s1

Standard InChI Key:  WDXGPEDNVUTUJL-GHXSGEKNSA-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: 765.01Molecular Weight (Monoisotopic): 764.4836AlogP: 3.24#Rotatable Bonds: 17
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: 0.04CX LogP: 2.92CX LogD: 2.92
Aromatic Rings: 1Heavy Atoms: 55QED Weighted: 0.18Np Likeness Score: -0.01

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