ethyl 3-(12-(3-ethoxy-1-((5R,6S)-6-methoxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl)-3-oxopropylamino)dodecylamino)-3-((5S,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)propanoate

ID: ALA2259690

Chembl Id: CHEMBL2259690

PubChem CID: 76308327

Max Phase: Preclinical

Molecular Formula: C38H68N2O12

Molecular Weight: 744.96

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C38H68N2O12/c1-9-45-27(41)23-25(29-31(43-7)33-35(47-29)51-37(3,4)49-33)39-21-19-17-15-13-11-12-14-16-18-20-22-40-26(24-28(42)46-10-2)30-32(44-8)34-36(48-30)52-38(5,6)50-34/h25-26,29-36,39-40H,9-24H2,1-8H3/t25?,26?,29-,30+,31+,32-,33-,34+,35-,36+

Standard InChI Key:  ZOCBTVDUOARQSQ-HIORKMJXSA-N

Alternative Forms

1. Parent:

   

   ALA2259690

   ethyl 3-[(3aS,5S,6R,6aS)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[12-[[1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-ethoxy-3-oxopropyl]amino]dodecylamino]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: 744.96

Molecular Weight (Monoisotopic): 744.4772

AlogP: 4.49

#Rotatable Bonds: 25

Polar Surface Area: 150.50

Molecular Species: BASE

HBA: 14

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.67

CX LogP: 5.26

CX LogD: 1.35

Aromatic Rings: ┄

Heavy Atoms: 52

QED Weighted: 0.10

Np Likeness Score: 0.39

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