(1S,5R,13R,14S,17S)-4-(2-phenylethyl)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-triene-10,14,17-triol

• ChemBase ID: 129234
• Molecular Formular: C24H27NO4
• Molecular Mass: 393.47548
• Monoisotopic Mass: 393.19400835
• SMILES: C1C[C@]2([C@H]3Cc4c5[C@@]2(CCN3CCc2ccccc2)[C@H]([C@H]1O)Oc5c(cc4)O)O
• Canonical SMILES: O[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CCc2ccccc2)ccc1O)O
• InChI: InChI=1S/C24H27NO4/c26-17-7-6-16-14-19-24(28)10-8-18(27)22-23(24,20(16)21(17)29-22)11-13-25(19)12-9-15-4-2-1-3-5-15/h1-7,18-19,22,26-28H,8-14H2/t18-,19+,22-,23-,24+/m0/s1
• InChIKey: GAHRZWMAHDWVCL-VKJMTUIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17S)-4-(2-phenylethyl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene-10,14,17-triol
• IUPAC Traditional name: (1S,5R,13R,14S,17S)-4-(2-phenylethyl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene-10,14,17-triol
• Synonyms: RAM-378

Database IDs

• CAS Number: 4778-96-5
• PubChem SID: 162223528
• PubChem CID: 5492826
• Wikipedia Title: RAM-378

CALCULATED PROPERTIES

• Acid pKa: 7.453265
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.61068267
• LogD (pH = 7.4): 0.80508226
• Log P: 1.1261756
• Molar Refractivity: 109.8245 cm^3
• Polarizability: 42.915634 Å^3
• Polar Surface Area: 73.16 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true