(1H-indol-2-ylmethyl)[(1S)-1-(naphthalen-1-yl)ethyl]amine hydrochloride

• ChemBase ID: 163554
• Molecular Formular: C21H21ClN2
• Molecular Mass: 336.85784
• Monoisotopic Mass: 336.13932636
• SMILES: c1c(c2c(cc1)cccc2)[C@@H](NCc1cc2c([nH]1)cccc2)C.Cl
• Canonical SMILES: C[C@@H](c1cccc2c1cccc2)NCc1cc2c([nH]1)cccc2.Cl
• InChI: InChI=1S/C21H20N2.ClH/c1-15(19-11-6-9-16-7-2-4-10-20(16)19)22-14-18-13-17-8-3-5-12-21(17)23-18;/h2-13,15,22-23H,14H2,1H3;1H/t15-;/m0./s1
• InChIKey: KFILKQPBQZIRST-RSAXXLAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1H-indol-2-ylmethyl)[(1S)-1-(naphthalen-1-yl)ethyl]amine hydrochloride
• IUPAC Traditional name: (1H-indol-2-ylmethyl)[(1S)-1-(naphthalen-1-yl)ethyl]amine hydrochloride
• Synonyms: N-[(1S)-1-(1-Naphthalenyl)ethyl]-1H-indole-2-methanamine Hydrochloride; (S)-2-[[[1-(1-Naphthyl)ethyl]amino]methyl]-1H-indole Hydrochloride; ent-Calindol Hydrochloride

Database IDs

• CAS Number: 728930-30-1
• PubChem SID: 162257689
• PubChem CID: 46780156

CALCULATED PROPERTIES

• Acid pKa: 15.665526
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.5963048
• LogD (pH = 7.4): 2.9834266
• Log P: 4.6808825
• Molar Refractivity: 95.7516 cm^3
• Polarizability: 39.994293 Å^3
• Polar Surface Area: 27.82 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Methanol
• Apperance: Off-White Solid
• Melting Point: >196°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C148705

A new calcimimetic acting at the calcium sensing receptor; a positive allosteric modulator of the human Ca2+ receptor, activates an extracellular ligand-binding domain-deleted Rhodopsin-like seven-transmembrane structure in the absence of Ca2+.

REFERENCES

• Fawzi, A., et al.: Biochemistry, 29, 3804 (1990)
• Han, G., et al.: J. Biol. Chem., 274, 10008 (1990)
• Palczewski, K., et al.: Science, 289, 739 (1990)
• Nemeth, E., et al.: J. Pharmacol. Exp. Ther., 299, 323 (1990)
• Kew, J., et al.: Pharmacol. Ther., 104,