(1s,3R,4s,5S,7s)-4-[2-(4-methoxyphenoxy)-2-methylpropanamido]adamantane-1-carboxamide

• ChemBase ID: 5904
• Molecular Formular: C22H30N2O4
• Molecular Mass: 386.4846
• Monoisotopic Mass: 386.22055745
• SMILES: C1[C@H]2C[C@@]3(C[C@@H](C[C@@H]1C3)[C@H]2NC(=O)C(C)(C)Oc1ccc(cc1)OC)C(=O)N
• Canonical SMILES: COc1ccc(cc1)OC(C(=O)N[C@@H]1[C@@H]2C[C@H]3C[C@H]1C[C@](C2)(C3)C(=O)N)(C)C
• InChI: InChI=1S/C22H30N2O4/c1-21(2,28-17-6-4-16(27-3)5-7-17)20(26)24-18-14-8-13-9-15(18)12-22(10-13,11-14)19(23)25/h4-7,13-15,18H,8-12H2,1-3H3,(H2,23,25)(H,24,26)/t13-,14-,15+,18-,22-
• InChIKey: MNVKIDPRYUGTTG-YINOZDTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,3R,4s,5S,7s)-4-[2-(4-methoxyphenoxy)-2-methylpropanamido]adamantane-1-carboxamide
• IUPAC Traditional name: (1s,3R,4s,5S,7s)-4-[2-(4-methoxyphenoxy)-2-methylpropanamido]adamantane-1-carboxamide
• Synonyms: (1S,3R,4S,5S,7S)-4-{[2-(4-METHOXYPHENOXY)-2-METHYLPROPANOYL]AMINO}ADAMANTANE-1-CARBOXAMIDE

Database IDs

• PubChem SID: 99444751; 160969330
• PubChem CID: 15942677

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.843046
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.4147413
• LogD (pH = 7.4): 2.4147496
• Log P: 2.4147499
• Molar Refractivity: 104.4598 cm^3
• Polarizability: 41.389626 Å^3
• Polar Surface Area: 90.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.84
• LOG S: -4.52
• Solubility (Water): 1.17e-02 g/l

DETAILS

DrugBank - DB08280

Drug information: experimental