(S)-3-(1-benzyl-3-(3-chloro-4-methylphenyl)ureido)-3-((3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)propanamide

ID: ALA2263197

Chembl Id: CHEMBL2263197

PubChem CID: 76319513

Max Phase: Preclinical

Molecular Formula: C26H32ClN3O6

Molecular Weight: 518.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1[C@H]2OC(C)(C)O[C@H]2O[C@@H]1[C@H](CC(N)=O)N(Cc1ccccc1)C(=O)Nc1ccc(C)c(Cl)c1

Standard InChI:  InChI=1S/C26H32ClN3O6/c1-15-10-11-17(12-18(15)27)29-25(32)30(14-16-8-6-5-7-9-16)19(13-20(28)31)21-22(33-4)23-24(34-21)36-26(2,3)35-23/h5-12,19,21-24H,13-14H2,1-4H3,(H2,28,31)(H,29,32)/t19-,21+,22-,23+,24+/m0/s1

Standard InChI Key:  PUWPPBKWBYOEQY-LKAHAZCJSA-N

Alternative Forms

1. Parent:

   

   ALA2263197

   (3S)-3-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[benzyl-[(3-chloro-4-methylphenyl)carbamoyl]amino]propanamide

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: 518.01

Molecular Weight (Monoisotopic): 517.1980

AlogP: 3.82

#Rotatable Bonds: 8

Polar Surface Area: 112.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.41

CX Basic pKa: ┄

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.55

Np Likeness Score: -0.57

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