(2S)-N-cyclopentyl-2-{[(11S)-9-oxo-10,20-diazapentacyclo[11.7.0.02,10.03,8.014,19]icosa-1(13),3,5,7,14,16,18-heptaen-11-yl]formamido}propanamide

• ChemBase ID: 214536
• Molecular Formular: C27H28N4O3
• Molecular Mass: 456.53622
• Monoisotopic Mass: 456.21614078
• SMILES: N12C(=O)c3c(C1c1c(C[C@H]2C(=O)N[C@H](C(=O)NC2CCCC2)C)c2c([nH]1)cccc2)cccc3
• Canonical SMILES: O=C([C@@H](NC(=O)[C@@H]1Cc2c(C3N1C(=O)c1c3cccc1)[nH]c1c2cccc1)C)NC1CCCC1
• InChI: InChI=1S/C27H28N4O3/c1-15(25(32)29-16-8-2-3-9-16)28-26(33)22-14-20-17-10-6-7-13-21(17)30-23(20)24-18-11-4-5-12-19(18)27(34)31(22)24/h4-7,10-13,15-16,22,24,30H,2-3,8-9,14H2,1H3,(H,28,33)(H,29,32)/t15-,22-,24?/m0/s1
• InChIKey: IMBCMHLXBQMPBI-UGSMRSPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-cyclopentyl-2-{[(11S)-9-oxo-10,20-diazapentacyclo[11.7.0.0^2,^1^0.0^3,^8.0^1^4,^1^9]icosa-1(13),3,5,7,14,16,18-heptaen-11-yl]formamido}propanamide
• IUPAC Traditional name: (2S)-N-cyclopentyl-2-{[(11S)-9-oxo-10,20-diazapentacyclo[11.7.0.0^2,^1^0.0^3,^8.0^1^4,^1^9]icosa-1(13),3,5,7,14,16,18-heptaen-11-yl]formamido}propanamide

Database IDs

• PubChem SID: 164270446
• PubChem CID: 16405386

CALCULATED PROPERTIES

• Acid pKa: 12.454839
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.790213
• LogD (pH = 7.4): 2.7902098
• Log P: 2.7902133
• Molar Refractivity: 128.3002 cm^3
• Polarizability: 50.272457 Å^3
• Polar Surface Area: 94.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds