15,16-dimethoxy-5,7-dioxa-20-azapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-1(12),2(10),3,8,13,15,17,19-octaene

• ChemBase ID: 5005
• Molecular Formular: C19H15NO4
• Molecular Mass: 321.3267
• Monoisotopic Mass: 321.10010797
• SMILES: c1c2c(cc(c1OC)OC)cnc1c2Cc2c1cc1c(c2)OCO1
• Canonical SMILES: COc1cc2cnc3c(c2cc1OC)Cc1c3cc2c(c1)OCO2
• InChI: InChI=1S/C19H15NO4/c1-21-15-5-11-8-20-19-13-7-18-17(23-9-24-18)4-10(13)3-14(19)12(11)6-16(15)22-2/h4-8H,3,9H2,1-2H3
• InChIKey: LXDREMZQGAILJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 15,16-dimethoxy-5,7-dioxa-20-azapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-1(12),2(10),3,8,13,15,17,19-octaene
• IUPAC Traditional name: 15,16-dimethoxy-5,7-dioxa-20-azapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-1(12),2(10),3,8,13,15,17,19-octaene
• Synonyms: 2,3-DIMETHOXY-12H-[1,3]DIOXOLO[5,6]INDENO[1,2-C]ISOQUINOLIN-6-IUM

Database IDs

• PubChem SID: 99443825; 160968437
• PubChem CID: 5287653; 5287652

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.515201
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.947176
• LogD (pH = 7.4): 3.1999881
• Log P: 3.204565
• Molar Refractivity: 87.488 cm^3
• Polarizability: 36.42572 Å^3
• Polar Surface Area: 49.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.56
• LOG S: -5.45
• Solubility (Water): 1.26e-03 g/l

DETAILS

DrugBank - DB07354

Drug information: experimental