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

ID: ALA2260127

Chembl Id: CHEMBL2260127

PubChem CID: 76333722

Max Phase: Preclinical

Molecular Formula: C18H30N2O7

Molecular Weight: 386.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC(NC(=O)[C@@H]1CCCN1)C1O[C@H]2OC(C)(C)O[C@H]2[C@@H]1OC

Standard InChI:  InChI=1S/C18H30N2O7/c1-5-24-12(21)9-11(20-16(22)10-7-6-8-19-10)13-14(23-4)15-17(25-13)27-18(2,3)26-15/h10-11,13-15,17,19H,5-9H2,1-4H3,(H,20,22)/t10-,11?,13?,14+,15-,17-/m0/s1

Standard InChI Key:  IJMHYLUDNWVNQH-INJIMESTSA-N

Alternative Forms

1. Parent:

   

   ALA2260127

   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)-pyrrolidine-2-carbonyl]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: 386.45

Molecular Weight (Monoisotopic): 386.2053

AlogP: 0.07

#Rotatable Bonds: 7

Polar Surface Area: 104.35

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: 9.80

CX LogP: 0.16

CX LogD: -2.19

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: 0.77

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