(3R)-ethyl 3-(2-hydroxyphenylamino)-3-((5R,6S)-6-methoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)propanoate

ID: ALA2259680

Chembl Id: CHEMBL2259680

PubChem CID: 76319193

Max Phase: Preclinical

Molecular Formula: C19H27NO7

Molecular Weight: 381.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C[C@@H](Nc1ccccc1O)[C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OC

Standard InChI:  InChI=1S/C19H27NO7/c1-5-24-14(22)10-12(20-11-8-6-7-9-13(11)21)15-16(23-4)17-18(25-15)27-19(2,3)26-17/h6-9,12,15-18,20-21H,5,10H2,1-4H3/t12-,15-,16+,17-,18-/m1/s1

Standard InChI Key:  ZAAUAFDRQWJKOI-SOGIYBJLSA-N

Alternative Forms

1. Parent:

   

   ALA2259680

   ethyl (3R)-3-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(2-hydroxyanilino)propanoate

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: 381.43

Molecular Weight (Monoisotopic): 381.1788

AlogP: 2.02

#Rotatable Bonds: 7

Polar Surface Area: 95.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: 4.29

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: 0.68

References

1. Arora K, Mishra R, Tripathi R, Srivastava AK, Walter RD.  (2004)  GLUTATHIONE SYNTHESIS IN FILARIAL WORMS: AN ATTRACTIVE TARGET FOR THE DESIGN AND SYNTHESIS OF NEW ANTIFILARIALS,  13  (8): [10.1007/s00044-004-0111-x]

Source

Source(1):

• Scientific Literature