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

ID: ALA2259679

Chembl Id: CHEMBL2259679

PubChem CID: 76326410

Max Phase: Preclinical

Molecular Formula: C17H25NO7

Molecular Weight: 355.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC(Nc1ccco1)[C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OC

Standard InChI:  InChI=1S/C17H25NO7/c1-5-21-12(19)9-10(18-11-7-6-8-22-11)13-14(20-4)15-16(23-13)25-17(2,3)24-15/h6-8,10,13-16,18H,5,9H2,1-4H3/t10?,13-,14+,15-,16-/m1/s1

Standard InChI Key:  FBDFLHMNJFEKTN-QAUHBGABSA-N

Alternative Forms

1. Parent:

   

   ALA2259679

   ethyl 3-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(furan-2-ylamino)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: 355.39

Molecular Weight (Monoisotopic): 355.1631

AlogP: 1.90

#Rotatable Bonds: 7

Polar Surface Area: 88.39

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.51

CX LogD: 1.51

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: 0.49

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