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

ID: ALA2262907

Chembl Id: CHEMBL2262907

PubChem CID: 76326668

Max Phase: Preclinical

Molecular Formula: C28H36N2O8

Molecular Weight: 528.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC([C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OC)N(Cc1ccccc1O)C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C28H36N2O8/c1-5-35-22(32)15-20(23-24(34-4)25-26(36-23)38-28(2,3)37-25)30(17-19-13-9-10-14-21(19)31)27(33)29-16-18-11-7-6-8-12-18/h6-14,20,23-26,31H,5,15-17H2,1-4H3,(H,29,33)/t20?,23-,24+,25-,26-/m1/s1

Standard InChI Key:  KWCQVGGQQGRCEO-DGBMOVMRSA-N

Alternative Forms

1. Parent:

   

   ALA2262907

   ethyl 3-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[benzylcarbamoyl-[(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: 528.60

Molecular Weight (Monoisotopic): 528.2472

AlogP: 3.32

#Rotatable Bonds: 10

Polar Surface Area: 115.79

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.23

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.45

Np Likeness Score: -0.01

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