methyl (1S,15S,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate hydrochloride

• ChemBase ID: 119324
• Molecular Formular: C21H27ClN2O3
• Molecular Mass: 390.90368
• Monoisotopic Mass: 390.17102041
• SMILES: c12c(c3c([nH]1)cccc3)CCN1[C@H]2C[C@@H]2[C@@H](C(=O)OC)[C@H](CC[C@@H]2C1)O.Cl
• Canonical SMILES: COC(=O)[C@H]1[C@@H](O)CC[C@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1.Cl
• InChI: InChI=1S/C21H26N2O3.ClH/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24;/h2-5,12,15,17-19,22,24H,6-11H2,1H3;1H/t12-,15+,17+,18+,19-;/m1./s1
• InChIKey: PIPZGJSEDRMUAW-AQQDNRCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,15S,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8-tetraene-19-carboxylate hydrochloride
• IUPAC Traditional name: alloyohimbine hydrochloride
• Synonyms: (1R,2S,4aS,13bS,14aS)-methyl 2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate hydrochloride

Database IDs

• PubChem SID: 162107500
• PubChem CID: 18531131

CALCULATED PROPERTIES

• Acid pKa: 14.676982
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.09948015
• LogD (pH = 7.4): 1.7400687
• Log P: 2.0986583
• Molar Refractivity: 99.631 cm^3
• Polarizability: 40.114906 Å^3
• Polar Surface Area: 65.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Salt Data: HCl