(E)-3-(4-Allyloxy-3-hydroxy-phenyl)-N-((2S,3S,4R,5R)-4-hydroxy-2-hydroxymethyl-5-methoxy-tetrahydro-furan-3-yl)-2-methyl-acrylamide

ID: ALA316697

Chembl Id: CHEMBL316697

PubChem CID: 44331832

Max Phase: Preclinical

Molecular Formula: C19H25NO7

Molecular Weight: 379.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOc1ccc(/C=C(\C)C(=O)N[C@H]2[C@@H](O)[C@H](OC)O[C@@H]2CO)cc1O

Standard InChI:  InChI=1S/C19H25NO7/c1-4-7-26-14-6-5-12(9-13(14)22)8-11(2)18(24)20-16-15(10-21)27-19(25-3)17(16)23/h4-6,8-9,15-17,19,21-23H,1,7,10H2,2-3H3,(H,20,24)/b11-8+/t15-,16-,17-,19-/m1/s1

Standard InChI Key:  LFUJYVVEJBMMSC-JLMQTADMSA-N

Alternative Forms

1. Parent:

   

   ALA316697

   (E)-N-[(2S,3S,4R,5R)-4-hydroxy-2-(hydroxymethyl)-5-methoxyoxolan-3-yl]-3-(3-hydroxy-4-prop-2-enoxyphenyl)-2-methylprop-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: 379.41

Molecular Weight (Monoisotopic): 379.1631

AlogP: 0.57

#Rotatable Bonds: 8

Polar Surface Area: 117.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.79

CX Basic pKa: ┄

CX LogP: 1.08

CX LogD: 1.08

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.39

Np Likeness Score: 1.14

References

1. Hecker SJ, Lilley SC, Minich ML, Werner KM.  (1993)  Application of hygromycin a structure activity relationships to the antibiotic A201A.,  3  (2): [10.1016/S0960-894X(01)80896-9]

Source

Source(1):

• Scientific Literature