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(1S,2R)-N-[1-(3,5-difluorobenzyl)-2-hydroxy-3-(R)-(1-isobutylcarbamoyl-ethylamino)-propyl]-N'N'-dipropyl-isophthalamide

ID: ALA220813

Chembl Id: CHEMBL220813

PubChem CID: 16109350

Max Phase: Preclinical

Molecular Formula: C31H44F2N4O4

Molecular Weight: 574.71

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCN(CCC)C(=O)c1cccc(C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)CN[C@H](C)C(=O)NCC(C)C)c1

Standard InChI:  InChI=1S/C31H44F2N4O4/c1-6-11-37(12-7-2)31(41)24-10-8-9-23(16-24)30(40)36-27(15-22-13-25(32)17-26(33)14-22)28(38)19-34-21(5)29(39)35-18-20(3)4/h8-10,13-14,16-17,20-21,27-28,34,38H,6-7,11-12,15,18-19H2,1-5H3,(H,35,39)(H,36,40)/t21-,27+,28-/m1/s1

Standard InChI Key:  SRFCEZYLYMKEJM-AOLGGSBGSA-N

Associated Targets(Human)

BACE1 Tchem Beta-secretase 1 (15641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BACE2 Tchem Beta-secretase (BACE) (58 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

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 574.71Molecular Weight (Monoisotopic): 574.3331AlogP: 3.68#Rotatable Bonds: 16
Polar Surface Area: 110.77Molecular Species: NEUTRALHBA: 5HBD: 4
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.99CX Basic pKa: 8.35CX LogP: 4.18CX LogD: 3.18
Aromatic Rings: 2Heavy Atoms: 41QED Weighted: 0.24Np Likeness Score: -0.88

References

1. Maillard MC, Hom RK, Benson TE, Moon JB, Mamo S, Bienkowski M, Tomasselli AG, Woods DD, Prince DB, Paddock DJ, Emmons TL, Tucker JA, Dappen MS, Brogley L, Thorsett ED, Jewett N, Sinha S, John V..  (2007)  Design, synthesis, and crystal structure of hydroxyethyl secondary amine-based peptidomimetic inhibitors of human beta-secretase.,  50  (4): [PMID:17300163] [10.1021/jm061242y]

Source