ID: ALA3261075

Max Phase: Preclinical

Molecular Formula: C21H17FN6O

Molecular Weight: 388.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@]1(c2cc(NC(=O)c3ccc(C#N)cn3)ccc2F)Cn2cccc2C(N)=N1

Standard InChI:  InChI=1S/C21H17FN6O/c1-21(12-28-8-2-3-18(28)19(24)27-21)15-9-14(5-6-16(15)22)26-20(29)17-7-4-13(10-23)11-25-17/h2-9,11H,12H2,1H3,(H2,24,27)(H,26,29)/t21-/m0/s1

Standard InChI Key:  FZFJUKOAGOAQFB-NRFANRHFSA-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: 388.41

Molecular Weight (Monoisotopic): 388.1448

AlogP: 2.78

#Rotatable Bonds: 3

Polar Surface Area: 109.09

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.93

CX Basic pKa: 9.21

CX LogP: 2.49

CX LogD: 0.77

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -1.71

References

1. Oehlrich D, Prokopcova H, Gijsen HJ..  (2014)  The evolution of amidine-based brain penetrant BACE1 inhibitors.,  24  (9): [PMID:24704031] [10.1016/j.bmcl.2014.03.025]

2. Oehlrich D, Peschiulli A, Tresadern G, Van Gool M, Vega JA, De Lucas AI, Alonso de Diego SA, Prokopcova H, Austin N, Van Brandt S, Surkyn M, De Cleyn M, Vos A, Rombouts FJR, Macdonald G, Moechars D, Gijsen HJM, Trabanco AA..  (2019)  Evaluation of a Series of β-Secretase 1 Inhibitors Containing Novel Heteroaryl-Fused-Piperazine Amidine Warheads.,  10  (8): [PMID:31413800] [10.1021/acsmedchemlett.9b00181]

Source

Source(1):

• Scientific Literature