(5R,9R,13R,17R)-15-(2-hydroxyphenyl)-5,9-dimethyl-14,16-dioxo-19-(propan-2-yl)-15-azapentacyclo[10.5.2.01,10.04,9.013,17]nonadec-18-ene-5-carboxylic acid

• ChemBase ID: 187772
• Molecular Formular: C30H37NO5
• Molecular Mass: 491.61848
• Monoisotopic Mass: 491.26717329
• SMILES: N1(C(=O)[C@H]2C34C([C@@]5(C([C@](C(=O)O)(CCC5)C)CC4)C)CC([C@H]2C1=O)C(=C3)C(C)C)c1c(O)cccc1
• Canonical SMILES: O=C1N(C(=O)[C@H]2[C@@H]1C13CCC4[C@](C3CC2C(=C1)C(C)C)(C)CCC[C@@]4(C)C(=O)O)c1ccccc1O
• InChI: InChI=1S/C30H37NO5/c1-16(2)18-15-30-13-10-21-28(3,11-7-12-29(21,4)27(35)36)22(30)14-17(18)23-24(30)26(34)31(25(23)33)19-8-5-6-9-20(19)32/h5-6,8-9,15-17,21-24,32H,7,10-14H2,1-4H3,(H,35,36)/t17?,21?,22?,23-,24+,28+,29-,30?/m1/s1
• InChIKey: QHSKZVKGIKBLPT-AXFUUUMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,9R,13R,17R)-15-(2-hydroxyphenyl)-5,9-dimethyl-14,16-dioxo-19-(propan-2-yl)-15-azapentacyclo[10.5.2.0^1,^1^0.0^4,^9.0^1^3,^1^7]nonadec-18-ene-5-carboxylic acid
• IUPAC Traditional name: (5R,9R,13R,17R)-15-(2-hydroxyphenyl)-19-isopropyl-5,9-dimethyl-14,16-dioxo-15-azapentacyclo[10.5.2.0^1,^1^0.0^4,^9.0^1^3,^1^7]nonadec-18-ene-5-carboxylic acid

Database IDs

• PubChem SID: 164243682
• PubChem CID: 16396894

CALCULATED PROPERTIES

• Acid pKa: 4.1434026
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.536982
• LogD (pH = 7.4): 1.7863723
• Log P: 4.9100547
• Molar Refractivity: 135.4651 cm^3
• Polarizability: 53.031063 Å^3
• Polar Surface Area: 94.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds