ID: ALA263260

Max Phase: Preclinical

Molecular Formula: C33H45F2N3O6

Molecular Weight: 617.73

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C33H45F2N3O6/c1-4-14-38(15-5-2)33(44)25-11-9-10-24(19-25)32(43)37-28(18-22-16-26(34)21-27(35)17-22)29(39)20-23(6-3)31(42)36-13-8-7-12-30(40)41/h9-11,16-17,19,21,23,28-29,39H,4-8,12-15,18,20H2,1-3H3,(H,36,42)(H,37,43)(H,40,41)/t23-,28+,29+/m1/s1

Standard InChI Key:  ZKWKVFUBEDCLBE-MGONOCMRSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 617.73

Molecular Weight (Monoisotopic): 617.3276

AlogP: 4.72

#Rotatable Bonds: 19

Polar Surface Area: 136.04

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.39

CX Basic pKa:

CX LogP: 4.69

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.17

Np Likeness Score: -0.62

References

1. Hom RK, Gailunas AF, Mamo S, Fang LY, Tung JS, Walker DE, Davis D, Thorsett ED, Jewett NE, Moon JB, John V..  (2004)  Design and synthesis of hydroxyethylene-based peptidomimetic inhibitors of human beta-secretase.,  47  (1): [PMID:14695829] [10.1021/jm0304008]

2. Rajamani R, Reynolds CH..  (2004)  Modeling the binding affinities of beta-secretase inhibitors: application to subsite specificity.,  14  (19): [PMID:15341936] [10.1016/j.bmcl.2004.07.044]

Source

Source(1):

• Scientific Literature