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

ID: ALA2259688

Chembl Id: CHEMBL2259688

PubChem CID: 76330036

Max Phase: Preclinical

Molecular Formula: C24H38N2O6

Molecular Weight: 450.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCNC(CC(=O)NO)[C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C24H38N2O6/c1-4-5-6-7-11-14-25-18(15-19(27)26-28)20-21(29-16-17-12-9-8-10-13-17)22-23(30-20)32-24(2,3)31-22/h8-10,12-13,18,20-23,25,28H,4-7,11,14-16H2,1-3H3,(H,26,27)/t18?,20-,21+,22-,23-/m1/s1

Standard InChI Key:  DVZYDTKCBHJWKS-RMLGXXCHSA-N

Alternative Forms

1. Parent:

   

   ALA2259688

   3-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(heptylamino)-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: 450.58

Molecular Weight (Monoisotopic): 450.2730

AlogP: 3.27

#Rotatable Bonds: 13

Polar Surface Area: 98.28

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.51

CX Basic pKa: 9.48

CX LogP: 2.98

CX LogD: 2.07

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: 0.60

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