(3S)-3-(3-benzyl-1-((3aS,6S,6aS)-6-methoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)ureido)-3-((3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)propanamide

ID: ALA2262916

Chembl Id: CHEMBL2262916

PubChem CID: 76326669

Max Phase: Preclinical

Molecular Formula: C27H39N3O10

Molecular Weight: 565.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1[C@H]2OC(C)(C)O[C@H]2O[C@@H]1[C@H](CC(N)=O)N(C(=O)NCc1ccccc1)C1O[C@H]2OC(C)(C)O[C@H]2[C@@H]1OC

Standard InChI:  InChI=1S/C27H39N3O10/c1-26(2)37-20-18(33-5)17(35-23(20)39-26)15(12-16(28)31)30(25(32)29-13-14-10-8-7-9-11-14)22-19(34-6)21-24(36-22)40-27(3,4)38-21/h7-11,15,17-24H,12-13H2,1-6H3,(H2,28,31)(H,29,32)/t15-,17+,18-,19-,20+,21-,22?,23+,24-/m0/s1

Standard InChI Key:  PVPYRWRWRAFTKC-ADXSBAOISA-N

Alternative Forms

1. Parent:

   

   ALA2262916

   (3S)-3-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[[(3aS,6S,6aS)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-(benzylcarbamoyl)amino]propanamide

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: 565.62

Molecular Weight (Monoisotopic): 565.2635

AlogP: 1.18

#Rotatable Bonds: 9

Polar Surface Area: 149.27

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.39

CX LogD: 1.39

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.45

Np Likeness Score: 0.09

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