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

ID: ALA2259686

Chembl Id: CHEMBL2259686

PubChem CID: 76322851

Max Phase: Preclinical

Molecular Formula: C27H52N2O6

Molecular Weight: 500.72

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]1OC

Standard InChI:  InChI=1S/C27H52N2O6/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28-21(20-22(30)29-31)23-24(32-4)25-26(33-23)35-27(2,3)34-25/h21,23-26,28,31H,5-20H2,1-4H3,(H,29,30)/t21?,23-,24+,25-,26-/m1/s1

Standard InChI Key:  QKVMDNANTZQTDO-UGLONUFJSA-N

Alternative Forms

1. Parent:

   

   ALA2259686

   3-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-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: 500.72

Molecular Weight (Monoisotopic): 500.3825

AlogP: 5.21

#Rotatable Bonds: 20

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: 5.26

CX LogD: 4.34

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.12

Np Likeness Score: 0.71

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