4-{[(3S,3aR,6R,6aR)-6-(3-carbamimidoylphenoxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}benzene-1-carboximidamide

• ChemBase ID: 4337
• Molecular Formular: C20H22N4O4
• Molecular Mass: 382.41308
• Monoisotopic Mass: 382.1641052
• SMILES: N=C(c1ccc(cc1)O[C@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1cccc(c1)C(=N)N)N
• Canonical SMILES: NC(=N)c1ccc(cc1)O[C@H]1CO[C@H]2[C@@H]1OC[C@H]2Oc1cccc(c1)C(=N)N
• InChI: InChI=1S/C20H22N4O4/c21-19(22)11-4-6-13(7-5-11)27-15-9-25-18-16(10-26-17(15)18)28-14-3-1-2-12(8-14)20(23)24/h1-8,15-18H,9-10H2,(H3,21,22)(H3,23,24)/t15-,16+,17+,18+/m0/s1
• InChIKey: DKBAWRNTUZFJKV-BSDSXHPESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(3S,3aR,6R,6aR)-6-(3-carbamimidoylphenoxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}benzene-1-carboximidamide
• IUPAC Traditional name: 4-{[(3S,3aR,6R,6aR)-6-(3-carbamimidoylphenoxy)-hexahydrofuro[3,2-b]furan-3-yl]oxy}benzenecarboximidamide
• Synonyms: 2-O-(4'-AMIDINOPHENYL)-5-O-(3''-AMIDINOPHENYL)-1,4:3,6-DIANHYDRO-D-SORBITOL

Database IDs

• PubChem SID: 160967769; 46508954
• PubChem CID: 5326925

CALCULATED PROPERTIES

JChem

• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.727982
• LogD (pH = 7.4): -3.7043574
• Log P: 1.1026285
• Molar Refractivity: 123.2482 cm^3
• Polarizability: 39.660225 Å^3
• Polar Surface Area: 136.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.35
• LOG S: -3.86
• Solubility (Water): 5.24e-02 g/l

DETAILS

DrugBank - DB04791

Drug information: experimental