ID: ALA295996

Max Phase: Preclinical

Molecular Formula: C31H41F2N3O6

Molecular Weight: 589.68

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)NCCC(=O)O)c1

Standard InChI:  InChI=1S/C31H41F2N3O6/c1-4-12-36(13-5-2)31(42)23-9-7-8-22(17-23)30(41)35-26(16-20-14-24(32)19-25(33)15-20)27(37)18-21(6-3)29(40)34-11-10-28(38)39/h7-9,14-15,17,19,21,26-27,37H,4-6,10-13,16,18H2,1-3H3,(H,34,40)(H,35,41)(H,38,39)/t21-,26+,27+/m1/s1

Standard InChI Key:  IQPUAQWXFYEAKS-AIGMYPEUSA-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: 589.68

Molecular Weight (Monoisotopic): 589.2963

AlogP: 3.94

#Rotatable Bonds: 17

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: 4.31

CX Basic pKa:

CX LogP: 3.96

CX LogD: 1.00

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.22

Np Likeness Score: -0.71

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