ID: ALA42453

Max Phase: Preclinical

Molecular Formula: C36H49F2N3O6

Molecular Weight: 657.80

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)NC[C@H]2CC[C@H](C(=O)O)CC2)c1

Standard InChI:  InChI=1S/C36H49F2N3O6/c1-4-14-41(15-5-2)35(45)28-9-7-8-27(19-28)34(44)40-31(18-24-16-29(37)21-30(38)17-24)32(42)20-25(6-3)33(43)39-22-23-10-12-26(13-11-23)36(46)47/h7-9,16-17,19,21,23,25-26,31-32,42H,4-6,10-15,18,20,22H2,1-3H3,(H,39,43)(H,40,44)(H,46,47)/t23-,25-,26-,31+,32+/m1/s1

Standard InChI Key:  YRTFQCVTZROZMF-HLRKYMGXSA-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: 657.80

Molecular Weight (Monoisotopic): 657.3589

AlogP: 5.35

#Rotatable Bonds: 17

Polar Surface Area: 136.04

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.27

CX Basic pKa:

CX LogP: 5.58

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: -0.70

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