(7aS,8S)-hexahydro-2H-3,5-methanofuro[2,3-b]pyran-8-yl ((2S,3R)-4-(2-(cyclopropylamino)-N-isobutylbenzo[d]oxazole-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate

ID: ALA5277648

Max Phase: Preclinical

Molecular Formula: C33H42N4O8S

Molecular Weight: 654.79

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1C2CO[C@H]3OCC1C3C2)S(=O)(=O)c1ccc2oc(NC3CC3)nc2c1

Standard InChI:  InChI=1S/C33H42N4O8S/c1-19(2)15-37(46(40,41)23-10-11-29-27(14-23)35-32(44-29)34-22-8-9-22)16-28(38)26(12-20-6-4-3-5-7-20)36-33(39)45-30-21-13-24-25(30)18-43-31(24)42-17-21/h3-7,10-11,14,19,21-22,24-26,28,30-31,38H,8-9,12-13,15-18H2,1-2H3,(H,34,35)(H,36,39)/t21?,24?,25?,26-,28+,30-,31-/m0/s1

Standard InChI Key:  YRNAPLKHTYPCBB-WAYMSBLISA-N

Molfile:  

 
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Alternative Forms

  1. Parent:

    ALA5277648

    ---

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 protease (9113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 654.79Molecular Weight (Monoisotopic): 654.2723AlogP: 3.75#Rotatable Bonds: 13
Polar Surface Area: 152.46Molecular Species: NEUTRALHBA: 10HBD: 3
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.55CX Basic pKa: CX LogP: 3.39CX LogD: 3.39
Aromatic Rings: 3Heavy Atoms: 46QED Weighted: 0.25Np Likeness Score: -0.21

References

1. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source