3-(3,5-dimethylhexylamino)-3-((3aR,5S,6S)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)propanoic acid

ID: ALA2259683

Chembl Id: CHEMBL2259683

PubChem CID: 76308326

Max Phase: Preclinical

Molecular Formula: C19H35NO6

Molecular Weight: 373.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H35NO6/c1-11(2)9-12(3)7-8-20-13(10-14(21)22)15-16(23-6)17-18(24-15)26-19(4,5)25-17/h11-13,15-18,20H,7-10H2,1-6H3,(H,21,22)/t12?,13?,15-,16-,17+,18+/m0/s1

Standard InChI Key:  PQWSTYMWWPTFKP-RWURLNPRSA-N

Alternative Forms

1. Parent:

   

   ALA2259683

   3-[(3aR,5S,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-(3,5-dimethylhexylamino)propanoic acid

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: 373.49

Molecular Weight (Monoisotopic): 373.2464

AlogP: 2.38

#Rotatable Bonds: 10

Polar Surface Area: 86.25

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.49

CX Basic pKa: 10.09

CX LogP: 0.46

CX LogD: 0.46

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: 1.20

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