(2S)-2-ethoxy-3-{4-[2-(10H-phenoxazin-10-yl)ethoxy]phenyl}propanoic acid

• ChemBase ID: 5316
• Molecular Formular: C25H25NO5
• Molecular Mass: 419.4697
• Monoisotopic Mass: 419.17327291
• SMILES: OC(=O)[C@@H](OCC)Cc1ccc(OCCN2c3c(Oc4c2cccc4)cccc3)cc1
• Canonical SMILES: CCO[C@H](C(=O)O)Cc1ccc(cc1)OCCN1c2ccccc2Oc2c1cccc2
• InChI: InChI=1S/C25H25NO5/c1-2-29-24(25(27)28)17-18-11-13-19(14-12-18)30-16-15-26-20-7-3-5-9-22(20)31-23-10-6-4-8-21(23)26/h3-14,24H,2,15-17H2,1H3,(H,27,28)/t24-/m0/s1
• InChIKey: WMUIIGVAWPWQAW-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-ethoxy-3-{4-[2-(10H-phenoxazin-10-yl)ethoxy]phenyl}propanoic acid
• IUPAC Traditional name: (2S)-2-ethoxy-3-{4-[2-(phenoxazin-10-yl)ethoxy]phenyl}propanoic acid
• Synonyms: (2S)-2-ETHOXY-3-{4-[2-(10H-PHENOXAZIN-10-YL)ETHOXY]PHENYL}PROPANOIC ACID

Database IDs

• PubChem SID: 160968745; 99444146
• PubChem CID: 447458

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7296715
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.2489846
• LogD (pH = 7.4): 1.7258493
• Log P: 5.019124
• Molar Refractivity: 117.0765 cm^3
• Polarizability: 45.424976 Å^3
• Polar Surface Area: 68.23 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.77
• LOG S: -4.63
• Solubility (Water): 9.85e-03 g/l

DETAILS

DrugBank - DB07675

Drug information: experimental