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

ID: ALA2262912

Chembl Id: CHEMBL2262912

PubChem CID: 76323104

Max Phase: Preclinical

Molecular Formula: C24H35ClN2O6S

Molecular Weight: 515.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(C(=S)Nc1cccc(Cl)c1)C(CC(=O)OCC)[C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OC

Standard InChI:  InChI=1S/C24H35ClN2O6S/c1-6-8-12-27(23(34)26-16-11-9-10-15(25)13-16)17(14-18(28)30-7-2)19-20(29-5)21-22(31-19)33-24(3,4)32-21/h9-11,13,17,19-22H,6-8,12,14H2,1-5H3,(H,26,34)/t17?,19-,20+,21-,22-/m1/s1

Standard InChI Key:  JEBDFYAXPCQENI-UAHLEYORSA-N

Alternative Forms

1. Parent:

   

   ALA2262912

   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-[butyl-[(3-chlorophenyl)carbamothioyl]amino]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: 515.07

Molecular Weight (Monoisotopic): 514.1904

AlogP: 4.35

#Rotatable Bonds: 10

Polar Surface Area: 78.49

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.87

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: -0.53

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