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

ID: ALA2259685

Chembl Id: CHEMBL2259685

PubChem CID: 76311974

Max Phase: Preclinical

Molecular Formula: C18H34N2O6

Molecular Weight: 374.48

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]1OC

Standard InChI:  InChI=1S/C18H34N2O6/c1-5-6-7-8-9-10-19-12(11-13(21)20-22)14-15(23-4)16-17(24-14)26-18(2,3)25-16/h12,14-17,19,22H,5-11H2,1-4H3,(H,20,21)/t12?,14-,15+,16-,17-/m1/s1

Standard InChI Key:  FRXTWZSJAGRCCM-SXLMRFEMSA-N

Alternative Forms

1. Parent:

   

   ALA2259685

   3-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-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: 374.48

Molecular Weight (Monoisotopic): 374.2417

AlogP: 1.70

#Rotatable Bonds: 11

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: 1.26

CX LogD: 0.34

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.29

Np Likeness Score: 0.96

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