(R,E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methyl-N-(oxiran-2-yl)hex-4-enamide

ID: ALA2418586

Chembl Id: CHEMBL2418586

PubChem CID: 73352218

Max Phase: Preclinical

Molecular Formula: C19H23NO6

Molecular Weight: 361.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)N[C@H]1CO1)C(=O)OC2

Standard InChI:  InChI=1S/C19H23NO6/c1-10(5-7-14(21)20-15-9-25-15)4-6-12-17(22)16-13(8-26-19(16)23)11(2)18(12)24-3/h4,15,22H,5-9H2,1-3H3,(H,20,21)/b10-4+/t15-/m1/s1

Standard InChI Key:  QHUFFWPCQKTQFN-GSDOMDMQSA-N

Alternative Forms

1. Parent:

   

   ALA2418586

   (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methyl-N-[(2R)-oxiran-2-yl]hex-4-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: 361.39

Molecular Weight (Monoisotopic): 361.1525

AlogP: 2.12

#Rotatable Bonds: 7

Polar Surface Area: 97.39

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.44

Np Likeness Score: 1.37

References

1. Sunohara K, Mitsuhashi S, Shigetomi K, Ubukata M..  (2013)  Discovery of N-(2,3,5-triazoyl)mycophenolic amide and mycophenolic epoxyketone as novel inhibitors of human IMPDH.,  23  (18): [PMID:23937979] [10.1016/j.bmcl.2013.07.016]

Source

Source(1):

• Scientific Literature