ID: ALA42908

Max Phase: Preclinical

Molecular Formula: C31H43F2N3O4

Molecular Weight: 559.70

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](C)C(=O)NCC(C)C)c1

Standard InChI:  InChI=1S/C31H43F2N3O4/c1-6-11-36(12-7-2)31(40)24-10-8-9-23(17-24)30(39)35-27(16-22-14-25(32)18-26(33)15-22)28(37)13-21(5)29(38)34-19-20(3)4/h8-10,14-15,17-18,20-21,27-28,37H,6-7,11-13,16,19H2,1-5H3,(H,34,38)(H,35,39)/t21-,27+,28+/m1/s1

Standard InChI Key:  XVGVQHKKBOYQOC-MHWRTBLVSA-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: 559.70

Molecular Weight (Monoisotopic): 559.3222

AlogP: 4.73

#Rotatable Bonds: 15

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.04

CX LogD: 5.04

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.29

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. Hamada Y, Ohta H, Miyamoto N, Yamaguchi R, Yamani A, Hidaka K, Kimura T, Saito K, Hayashi Y, Ishiura S, Kiso Y..  (2008)  Novel non-peptidic and small-sized BACE1 inhibitors.,  18  (5): [PMID:18261904] [10.1016/j.bmcl.2008.01.056]

3. Sun S, Jia Q, Zhang Z..  (2019)  Applications of amide isosteres in medicinal chemistry.,  29  (18): [PMID:31377035] [10.1016/j.bmcl.2019.07.033]

Source

Source(1):

• Scientific Literature