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

ID: ALA2262901

Chembl Id: CHEMBL2262901

PubChem CID: 10460798

Max Phase: Preclinical

Molecular Formula: C33H56N2O6

Molecular Weight: 576.82

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H56N2O6/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-20-23-34-27(24-28(36)35-37)29-30(38-25-26-21-18-17-19-22-26)31-32(39-29)41-33(2,3)40-31/h17-19,21-22,27,29-32,34,37H,4-16,20,23-25H2,1-3H3,(H,35,36)/t27?,29-,30+,31-,32-/m1/s1

Standard InChI Key:  PDZUWGKADYDKIA-ZXYCDMBPSA-N

Alternative Forms

1. Parent:

   

   ALA2262901

   3-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(hexadecylamino)-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: 576.82

Molecular Weight (Monoisotopic): 576.4138

AlogP: 6.78

#Rotatable Bonds: 22

Polar Surface Area: 98.28

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.51

CX Basic pKa: 9.48

CX LogP: 6.98

CX LogD: 6.07

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.08

Np Likeness Score: 0.47

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