3-(benzylamino)-3-((5R,6S)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)-N-hydroxypropanamide

ID: ALA2259638

Chembl Id: CHEMBL2259638

PubChem CID: 76322852

Max Phase: Preclinical

Molecular Formula: C24H30N2O6

Molecular Weight: 442.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@H]2O[C@H](C(CC(=O)NO)NCc3ccccc3)[C@H](OCc3ccccc3)[C@H]2O1

Standard InChI:  InChI=1S/C24H30N2O6/c1-24(2)31-22-21(29-15-17-11-7-4-8-12-17)20(30-23(22)32-24)18(13-19(27)26-28)25-14-16-9-5-3-6-10-16/h3-12,18,20-23,25,28H,13-15H2,1-2H3,(H,26,27)/t18?,20-,21+,22-,23-/m1/s1

Standard InChI Key:  JNKLYRDKBSLRGU-RMLGXXCHSA-N

Alternative Forms

1. Parent:

   

   ALA2259638

   3-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(benzylamino)-N-hydroxypropanamide

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: 442.51

Molecular Weight (Monoisotopic): 442.2104

AlogP: 2.50

#Rotatable Bonds: 9

Polar Surface Area: 98.28

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.89

CX Basic pKa: 7.96

CX LogP: 2.42

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: 0.42

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