(S)-ethyl 3-(heptylamino)-4-((3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)butanoate

ID: ALA2259677

Chembl Id: CHEMBL2259677

PubChem CID: 76326408

Max Phase: Preclinical

Molecular Formula: C20H37NO6

Molecular Weight: 387.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCN[C@@H](CC(=O)OCC)[C@@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OC

Standard InChI:  InChI=1S/C20H37NO6/c1-6-8-9-10-11-12-21-14(13-15(22)24-7-2)16-17(23-5)18-19(25-16)27-20(3,4)26-18/h14,16-19,21H,6-13H2,1-5H3/t14-,16-,17-,18+,19+/m0/s1

Standard InChI Key:  NBMDKALKGVTPNQ-GPFWEFOESA-N

Alternative Forms

1. Parent:

   

   ALA2259677

   ethyl (3S)-3-[(3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(heptylamino)propanoate

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: 387.52

Molecular Weight (Monoisotopic): 387.2621

AlogP: 2.76

#Rotatable Bonds: 12

Polar Surface Area: 75.25

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.37

CX LogP: 3.30

CX LogD: 1.35

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: 0.81

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