(1S,2S,3S,13R,14S,16S)-3-benzoyl-8-chloro-17,19-dioxa-4-azapentacyclo[14.2.1.02,14.04,13.05,10]nonadeca-5(10),6,8,11-tetraen-15-one

• ChemBase ID: 184592
• Molecular Formular: C23H18ClNO4
• Molecular Mass: 407.84632
• Monoisotopic Mass: 407.09243574
• SMILES: N12[C@@H]([C@@H]3[C@@H]([C@H]1C(=O)c1ccccc1)[C@@H]1O[C@@H](C3=O)OC1)C=Cc1c2ccc(c1)Cl
• Canonical SMILES: O=C1[C@H]2OC[C@@H](O2)[C@H]2[C@H]1[C@H]1C=Cc3c(N1[C@@H]2C(=O)c1ccccc1)ccc(c3)Cl
• InChI: InChI=1S/C23H18ClNO4/c24-14-7-9-15-13(10-14)6-8-16-18-19(17-11-28-23(29-17)22(18)27)20(25(15)16)21(26)12-4-2-1-3-5-12/h1-10,16-20,23H,11H2/t16-,17-,18-,19+,20+,23+/m1/s1
• InChIKey: NSDGRSXHJPOKID-PXMUBOSUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3S,13R,14S,16S)-3-benzoyl-8-chloro-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^5,^1^0]nonadeca-5(10),6,8,11-tetraen-15-one
• IUPAC Traditional name: (1S,2S,3S,13R,14S,16S)-3-benzoyl-8-chloro-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^5,^1^0]nonadeca-5(10),6,8,11-tetraen-15-one

Database IDs

• PubChem SID: 164240502
• PubChem CID: 16396023

CALCULATED PROPERTIES

• Acid pKa: 12.093214
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.2214336
• LogD (pH = 7.4): 4.221433
• Log P: 4.2214336
• Molar Refractivity: 108.8042 cm^3
• Polarizability: 41.62182 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds