(2R)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanamido]-4-methylpentanoic acid

• ChemBase ID: 126852
• Molecular Formular: C29H39N5O7
• Molecular Mass: 569.64926
• Monoisotopic Mass: 569.28494861
• SMILES: N[C@H](C(=O)N[C@H](C)C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](CC(C)C)C(=O)O)Cc1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)C[C@@H](C(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@@H](C(=O)O)CC(C)C)Cc1ccccc1)C)N
• InChI: InChI=1S/C29H39N5O7/c1-17(2)13-24(29(40)41)34-28(39)23(15-19-7-5-4-6-8-19)33-25(36)16-31-26(37)18(3)32-27(38)22(30)14-20-9-11-21(35)12-10-20/h4-12,17-18,22-24,35H,13-16,30H2,1-3H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)(H,40,41)/t18-,22+,23+,24-/m1/s1
• InChIKey: ZHUJMSMQIPIPTF-IBURTVSXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanamido]-4-methylpentanoic acid
• IUPAC Traditional name: dadle
• Synonyms: ? [D-Ala^2, D-Leu^5]-Enkephalin; ? L-Tyrosyl-D-alanylglycyl-L-phenylalanyl-D-Leucine; ? N-(N-(N-(N-L-tyrosyl-D-alanyl)glycyl)-L-phenylalanyl)-D-Leucine; ? Tyr-D-Ala-Gly-Phe-D-Leu-OH; DADLE

Database IDs

• CAS Number: 63631-40-3
• PubChem SID: 162221179
• PubChem CID: 6917707
• Chemspider ID: 5292936
• Wikipedia Title: DADLE

CALCULATED PROPERTIES

• Acid pKa: 3.7021072
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.2937511
• LogD (pH = 7.4): -1.4437784
• Log P: -1.2950686
• Molar Refractivity: 150.0855 cm^3
• Polarizability: 58.771305 Å^3
• Polar Surface Area: 199.95 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false