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

ID: ALA2262908

Chembl Id: CHEMBL2262908

PubChem CID: 76323102

Max Phase: Preclinical

Molecular Formula: C26H32N2O7

Molecular Weight: 484.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC(NC(=O)Nc1ccccc1)[C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C26H32N2O7/c1-4-31-20(29)15-19(28-25(30)27-18-13-9-6-10-14-18)21-22(32-16-17-11-7-5-8-12-17)23-24(33-21)35-26(2,3)34-23/h5-14,19,21-24H,4,15-16H2,1-3H3,(H2,27,28,30)/t19?,21-,22+,23-,24-/m1/s1

Standard InChI Key:  XXRZPUBFEOOXMA-WZNAITLGSA-N

Alternative Forms

1. Parent:

   

   ALA2262908

   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-(phenylcarbamoylamino)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: 484.55

Molecular Weight (Monoisotopic): 484.2210

AlogP: 3.59

#Rotatable Bonds: 9

Polar Surface Area: 104.35

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.52

Np Likeness Score: -0.02

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