(2S)-3-carbamoyl-2-[(2S)-3-methyl-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}butanamido]propanoic acid

• ChemBase ID: 211184
• Molecular Formular: C28H29N5O6
• Molecular Mass: 531.55976
• Monoisotopic Mass: 531.21178367
• SMILES: N12C(=O)c3c(C1c1c(C[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CC(=O)N)C(=O)O)C(C)C)c2c([nH]1)cccc2)cccc3
• Canonical SMILES: NC(=O)C[C@@H](C(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]1Cc2c(C3N1C(=O)c1c3cccc1)[nH]c1c2cccc1
• InChI: InChI=1S/C28H29N5O6/c1-13(2)22(26(36)31-19(28(38)39)12-21(29)34)32-25(35)20-11-17-14-7-5-6-10-18(14)30-23(17)24-15-8-3-4-9-16(15)27(37)33(20)24/h3-10,13,19-20,22,24,30H,11-12H2,1-2H3,(H2,29,34)(H,31,36)(H,32,35)(H,38,39)/t19-,20-,22-,24?/m0/s1
• InChIKey: SECULALSVDWOQS-ZBARCOILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-carbamoyl-2-[(2S)-3-methyl-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}butanamido]propanoic acid
• IUPAC Traditional name: (2S)-3-carbamoyl-2-[(2S)-3-methyl-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}butanamido]propanoic acid

Database IDs

• PubChem SID: 164267094
• PubChem CID: 16403713

CALCULATED PROPERTIES

• Acid pKa: 3.6454887
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.9304589
• LogD (pH = 7.4): -2.4056268
• Log P: 0.92099965
• Molar Refractivity: 139.3187 cm^3
• Polarizability: 54.6094 Å^3
• Polar Surface Area: 174.69 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Derivatives & analogs of Natural Compounds