2,5-bis-o-{3-[amino(imino)methyl]phenyl}-1,4:3,6-dianhydro-d-glucitol

Synonyms :
2,5-O,O-BIS-(3′,3″-AMIDINOPHENYL)-1,4:3,6-DIANHYDRO-D-SORBITOL

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings.

Isosorbides

Organic compounds

Organoheterocyclic compounds

Furofurans

Isosorbides

Chemical Name

2,5-O,O-BIS-(3′,3″-AMIDINOPHENYL)-1,4:3,6-DIANHYDRO-D-SORBITOL

Calculated Property

kind Value Source
logP 0.31 ALOGPS
logS -3.9 ALOGPS
Water Solubility 5.39e-02 g/l ALOGPS
logP 1.1 ChemAxon
IUPAC Name 3-{[(3S,3aR,6R,6aR)-6-(3-carbamimidoylphenoxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}benzene-1-carboximidamide ChemAxon
Traditional IUPAC Name 3-{[(3S,3aR,6R,6aR)-6-(3-carbamimidoylphenoxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}benzenecarboximidamide ChemAxon
Molecular Weight 382.4131 ChemAxon
Monoisotopic Weight 382.164105212 ChemAxon
SMILES [H][C@]1(CO[C@]2([H])[C@]([H])(CO[C@]12[H])OC1=CC=CC(=C1)C(N)=N)OC1=CC(=CC=C1)C(N)=N ChemAxon
Molecular Formula C20H22N4O4 ChemAxon
InChI InChI=1S/C20H22N4O4/c21-19(22)11-3-1-5-13(7-11)27-15-9-25-18-16(10-26-17(15)18)28-14-6-2-4-12(8-14)20(23)24/h1-8,15-18H,9-10H2,(H3,21,22)(H3,23,24)/t15-,16+,17-,18-/m1/s1 ChemAxon
InChIKey InChIKey=IBIUTOFGXGGVKQ-XMTFNYHQSA-N ChemAxon
Polar Surface Area (PSA) 136.66 ChemAxon
Refractivity 123.25 ChemAxon
Polarizability 39.74 ChemAxon
Rotatable Bond Count 6 ChemAxon
H Bond Acceptor Count 8 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest basic) 11.45 ChemAxon
Physiological Charge 2 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • Trypsin-1 : in Human