ethyl 3-(3-(3-acetylphenyl)-1-(2-hydroxybenzyl)ureido)-3-((3aS,6R,6aS)-6-methoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)propanoate

ID: ALA2260129

Chembl Id: CHEMBL2260129

PubChem CID: 76330072

Max Phase: Preclinical

Molecular Formula: C29H36N2O9

Molecular Weight: 556.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC(C1O[C@H]2OC(C)(C)O[C@H]2[C@@H]1OC)N(Cc1ccccc1O)C(=O)Nc1cccc(C(C)=O)c1

Standard InChI:  InChI=1S/C29H36N2O9/c1-6-37-23(34)15-21(24-25(36-5)26-27(38-24)40-29(3,4)39-26)31(16-19-10-7-8-13-22(19)33)28(35)30-20-12-9-11-18(14-20)17(2)32/h7-14,21,24-27,33H,6,15-16H2,1-5H3,(H,30,35)/t21?,24?,25-,26+,27+/m1/s1

Standard InChI Key:  RCNBPIYQBKRXDJ-NTRWNWEESA-N

Alternative Forms

1. Parent:

   

   ALA2260129

   ethyl 3-[(3aS,6R,6aS)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[(3-acetylphenyl)carbamoyl-[(2-hydroxyphenyl)methyl]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: 556.61

Molecular Weight (Monoisotopic): 556.2421

AlogP: 3.84

#Rotatable Bonds: 10

Polar Surface Area: 132.86

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.23

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.33

Np Likeness Score: -0.15

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