(E,S)-4-(4-amino-2-fluorobut-2-enyloxy)-N-(1-phenylethyl)benzamide

ID: ALA2029550

Chembl Id: CHEMBL2029550

PubChem CID: 42623272

Max Phase: Preclinical

Molecular Formula: C19H21FN2O2

Molecular Weight: 328.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)c1ccc(OC/C(F)=C\CN)cc1)c1ccccc1

Standard InChI:  InChI=1S/C19H21FN2O2/c1-14(15-5-3-2-4-6-15)22-19(23)16-7-9-18(10-8-16)24-13-17(20)11-12-21/h2-11,14H,12-13,21H2,1H3,(H,22,23)/b17-11+/t14-/m0/s1

Standard InChI Key:  KGAGLEIGFBFXTH-MPMPPSQCSA-N

Alternative Forms

1. Parent:

   

   ALA2029550

   4-[(E)-4-amino-2-fluorobut-2-enoxy]-N-[(1S)-1-phenylethyl]benzamide

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

Calculated Properties

Molecular Weight: 328.39

Molecular Weight (Monoisotopic): 328.1587

AlogP: 3.37

#Rotatable Bonds: 7

Polar Surface Area: 64.35

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: 2.54

CX LogD: 0.42

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -0.90

References

1. Foot JS, Deodhar M, Turner CI, Yin P, van Dam EM, Silva DG, Olivieri A, Holt A, McDonald IA..  (2012)  The discovery and development of selective 3-fluoro-4-aryloxyallylamine inhibitors of the amine oxidase activity of semicarbazide-sensitive amine oxidase/vascular adhesion protein-1 (SSAO/VAP-1).,  22  (12): [PMID:22595173] [10.1016/j.bmcl.2012.04.111]

Source

Source(1):

• Scientific Literature