9-amino-N-[3-(dimethylamino)propyl]acridine-4-carboxamide

• ChemBase ID: 2555
• Molecular Formular: C19H22N4O
• Molecular Mass: 322.40418
• Monoisotopic Mass: 322.17936134
• SMILES: CN(C)CCCNC(=O)c1cccc2c(N)c3c(cccc3)nc12
• Canonical SMILES: CN(CCCNC(=O)c1cccc2c1nc1ccccc1c2N)C
• InChI: InChI=1S/C19H22N4O/c1-23(2)12-6-11-21-19(24)15-9-5-8-14-17(20)13-7-3-4-10-16(13)22-18(14)15/h3-5,7-10H,6,11-12H2,1-2H3,(H2,20,22)(H,21,24)
• InChIKey: VNWAULKXOPRJEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-amino-N-[3-(dimethylamino)propyl]acridine-4-carboxamide
• IUPAC Traditional name: aminacrine
• Brand Name: Mycosert
• Synonyms: 9-amino-N-[3-(dimethylamino)propyl]acridine-4-carboxamide; 9-Aminoacridin; Acramine Yellow; Aminoacridinum; Monacrin; Aminacrin; Izoacridina; Aminacrine

Database IDs

• PubChem SID: 46505229; 160966005
• PubChem CID: 150238

CALCULATED PROPERTIES

JChem

• Polar Surface Area: 71.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 14.74027
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.15079
• LogD (pH = 7.4): -0.8689345
• Log P: 1.8302222
• Molar Refractivity: 97.6175 cm^3
• Polarizability: 39.239983 Å^3

ALOGPS 2.1

• Solubility (Water): 7.76e-02 g/l
• Log P: 2.37
• LOG S: -3.62

DETAILS

DrugBank - DB02842

• Drug Groups: experimental
• Description: A highly fluorescent anti-infective dye used clinically as a topical antiseptic and experimentally as a mutagen, due to its interaction with DNA. It is also used as an intracellular pH indicator. [PubChem]