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

ID: ALA2259682

Chembl Id: CHEMBL2259682

PubChem CID: 76319194

Max Phase: Preclinical

Molecular Formula: C23H29NO7

Molecular Weight: 431.49

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]1OCc1ccccc1

Standard InChI:  InChI=1S/C23H29NO7/c1-4-26-18(25)13-16(24-17-11-8-12-27-17)19-20(28-14-15-9-6-5-7-10-15)21-22(29-19)31-23(2,3)30-21/h5-12,16,19-22,24H,4,13-14H2,1-3H3/t16?,19-,20+,21-,22-/m1/s1

Standard InChI Key:  PULFWRXGHUFZKO-CBYWCKDCSA-N

Alternative Forms

1. Parent:

   

   ALA2259682

   ethyl 3-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-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: 431.49

Molecular Weight (Monoisotopic): 431.1944

AlogP: 3.48

#Rotatable Bonds: 9

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: 3.24

CX LogD: 3.24

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: 0.25

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