ID: ALA2347213

Max Phase: Preclinical

Molecular Formula: C17H15F3N4O2

Molecular Weight: 364.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@]1(c2cc(NC(=O)c3ccccn3)ccc2F)N=C(N)OCC1(F)F

Standard InChI:  InChI=1S/C17H15F3N4O2/c1-16(17(19,20)9-26-15(21)24-16)11-8-10(5-6-12(11)18)23-14(25)13-4-2-3-7-22-13/h2-8H,9H2,1H3,(H2,21,24)(H,23,25)/t16-/m1/s1

Standard InChI Key:  SYEULBIUWRUKDF-MRXNPFEDSA-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: 364.33

Molecular Weight (Monoisotopic): 364.1147

AlogP: 2.67

#Rotatable Bonds: 3

Polar Surface Area: 89.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.40

CX LogP: 2.85

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.88

Np Likeness Score: -1.22

References

1. Hilpert H, Guba W, Woltering TJ, Wostl W, Pinard E, Mauser H, Mayweg AV, Rogers-Evans M, Humm R, Krummenacher D, Muser T, Schnider C, Jacobsen H, Ozmen L, Bergadano A, Banner DW, Hochstrasser R, Kuglstatter A, David-Pierson P, Fischer H, Polara A, Narquizian R..  (2013)  β-Secretase (BACE1) inhibitors with high in vivo efficacy suitable for clinical evaluation in Alzheimer's disease.,  56  (10): [PMID:23590342] [10.1021/jm400225m]

Source

Source(1):

• Scientific Literature