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

ID: ALA2259687

Chembl Id: CHEMBL2259687

PubChem CID: 76333675

Max Phase: Preclinical

Molecular Formula: C29H48N2O6

Molecular Weight: 520.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H48N2O6/c1-4-5-6-7-8-9-10-11-12-16-19-30-23(20-24(32)31-33)25-26(34-21-22-17-14-13-15-18-22)27-28(35-25)37-29(2,3)36-27/h13-15,17-18,23,25-28,30,33H,4-12,16,19-21H2,1-3H3,(H,31,32)/t23?,25-,26+,27-,28-/m1/s1

Standard InChI Key:  ZJJAAVQLTPMBHT-ZKBDTURCSA-N

Alternative Forms

1. Parent:

   

   ALA2259687

   3-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(dodecylamino)-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: 520.71

Molecular Weight (Monoisotopic): 520.3512

AlogP: 5.22

#Rotatable Bonds: 18

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: 5.20

CX LogD: 4.29

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.14

Np Likeness Score: 0.52

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