3-(4-(allyloxy)-3-bromo-5-methoxyphenyl)-N-butyl-2-cyanoacrylamide

ID: ALA3393167

Chembl Id: CHEMBL3393167

PubChem CID: 24582768

Max Phase: Preclinical

Molecular Formula: C18H21BrN2O3

Molecular Weight: 393.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOc1c(Br)cc(/C=C(\C#N)C(=O)NCCCC)cc1OC

Standard InChI:  InChI=1S/C18H21BrN2O3/c1-4-6-7-21-18(22)14(12-20)9-13-10-15(19)17(24-8-5-2)16(11-13)23-3/h5,9-11H,2,4,6-8H2,1,3H3,(H,21,22)/b14-9+

Standard InChI Key:  MVHDAKBVPBBQGH-NTEUORMPSA-N

Alternative Forms

1. Parent:

   

   ALA3393167

   3-[3-bromo-5-methoxy-4-(prop-2-en-1-yloxy)phenyl]-N-butyl-2-cyanoprop-2-enamide

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: 393.28

Molecular Weight (Monoisotopic): 392.0736

AlogP: 3.85

#Rotatable Bonds: 9

Polar Surface Area: 71.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.75

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.30

Np Likeness Score: -0.67

References

1. Hoeger B, Diether M, Ballester PJ, Köhn M..  (2014)  Biochemical evaluation of virtual screening methods reveals a cell-active inhibitor of the cancer-promoting phosphatases of regenerating liver.,  88  [PMID:25159123] [10.1016/j.ejmech.2014.08.060]

Source

Source(1):

• Scientific Literature