ethyl 3-((5R,6S)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-3-(10-(1-((3aS,6R)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)-3-ethoxy-3-oxopropylamino)decylamino)propanoate

ID: ALA2259693

Chembl Id: CHEMBL2259693

PubChem CID: 76315522

Max Phase: Preclinical

Molecular Formula: C48H72N2O12

Molecular Weight: 869.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC(NCCCCCCCCCCNC(CC(=O)OCC)[C@@H]1O[C@H]2OC(C)(C)O[C@H]2[C@@H]1OCc1ccccc1)[C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OCc1ccccc1

Standard InChI:  InChI=1S/C48H72N2O12/c1-7-53-37(51)29-35(39-41(55-31-33-23-17-15-18-24-33)43-45(57-39)61-47(3,4)59-43)49-27-21-13-11-9-10-12-14-22-28-50-36(30-38(52)54-8-2)40-42(56-32-34-25-19-16-20-26-34)44-46(58-40)62-48(5,6)60-44/h15-20,23-26,35-36,39-46,49-50H,7-14,21-22,27-32H2,1-6H3/t35?,36?,39-,40+,41+,42-,43-,44+,45-,46+

Standard InChI Key:  AEWBNUBRTLENMH-RMFYOSLNSA-N

Alternative Forms

1. Parent:

   

   ALA2259693

   ethyl 3-[(3aS,5S,6R,6aS)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[10-[[1-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-ethoxy-3-oxopropyl]amino]decylamino]propanoat

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: 869.11

Molecular Weight (Monoisotopic): 868.5085

AlogP: 6.85

#Rotatable Bonds: 27

Polar Surface Area: 150.50

Molecular Species: BASE

HBA: 14

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 9.67

CX LogP: 7.82

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.07

Np Likeness Score: 0.24

References

1. Gupta S, Arora K, Tiwari V, Katiyar D, Tripathi R, Srivastava AK, Walter RD.  (2004)  INHIBITORS OF FILARIAL GAMMA-GLUTAMYL CYCLE ENZYMES AS POSSIBLE MACROFILARICIDAL AGENTS,  13  (8): [10.1007/s00044-004-0112-9]

Source

Source(1):

• Scientific Literature