ethyl 3-((S)-2-amino-3-methylbutanamido)-3-((3aS,6R,6aS)-6-methoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)propanoate

ID: ALA2260128

Chembl Id: CHEMBL2260128

PubChem CID: 76333723

Max Phase: Preclinical

Molecular Formula: C18H32N2O7

Molecular Weight: 388.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC(NC(=O)[C@@H](N)C(C)C)C1O[C@H]2OC(C)(C)O[C@H]2[C@@H]1OC

Standard InChI:  InChI=1S/C18H32N2O7/c1-7-24-11(21)8-10(20-16(22)12(19)9(2)3)13-14(23-6)15-17(25-13)27-18(4,5)26-15/h9-10,12-15,17H,7-8,19H2,1-6H3,(H,20,22)/t10?,12-,13?,14+,15-,17-/m0/s1

Standard InChI Key:  VZWUEEMBFVEBOP-MPJCCZPMSA-N

Alternative Forms

1. Parent:

   

   ALA2260128

   ethyl 3-[(3aS,6R,6aS)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[[(2S)-2-amino-3-methylbutanoyl]amino]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: 388.46

Molecular Weight (Monoisotopic): 388.2210

AlogP: 0.30

#Rotatable Bonds: 8

Polar Surface Area: 118.34

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.39

CX Basic pKa: 8.51

CX LogP: 0.56

CX LogD: -0.58

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: 0.88

References

1. Ahmad R, Mishra R, Tewari N, Tripathi R, Srivastava AK, Walter RD.  (2004)  MODULATION OF FILARIAL GLUTATHIONE-S-TRANSFERASE(S) ACTIVITY: A POSSIBILITY TOWARDS THE SYNTHESIS OF NEW CLASSES OF ANTIFILARIAL AGENTS,  13  (8): [10.1007/s00044-004-0113-8]

Source

Source(1):

• Scientific Literature