methyl 3-((3aS,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)-3-(3-phenylthioureido)propanoate

ID: ALA2260130

Chembl Id: CHEMBL2260130

PubChem CID: 76315568

Max Phase: Preclinical

Molecular Formula: C25H30N2O6S

Molecular Weight: 486.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CC(NC(=S)Nc1ccccc1)C1O[C@H]2OC(C)(C)O[C@H]2[C@@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C25H30N2O6S/c1-25(2)32-22-21(30-15-16-10-6-4-7-11-16)20(31-23(22)33-25)18(14-19(28)29-3)27-24(34)26-17-12-8-5-9-13-17/h4-13,18,20-23H,14-15H2,1-3H3,(H2,26,27,34)/t18?,20?,21-,22+,23+/m1/s1

Standard InChI Key:  DKQNCQVXINADCV-BPQOJPLISA-N

Alternative Forms

1. Parent:

   

   ALA2260130

   methyl 3-[(3aS,6R,6aS)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(phenylcarbamothioylamino)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: 486.59

Molecular Weight (Monoisotopic): 486.1825

AlogP: 3.37

#Rotatable Bonds: 8

Polar Surface Area: 87.28

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: ┄

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -0.05

References

1. Ahmad R, Mishra R, Tewari N, Tripathi R, Srivastava AK, Walter RD.  (2004)  MODULATION OF FILARIAL GLUTATHIONE-S-TRANSFERASE(S) ACTIVITY: A POSSIBILITY TOWARDS THE SYNTHESIS OF NEW CLASSES OF ANTIFILARIAL AGENTS,  13  (8): [10.1007/s00044-004-0113-8]

Source

Source(1):

• Scientific Literature