[(1R)-3-methyl-1-[(2R)-2-[(morpholine-4-carbonyl)amino]-3-(naphthalen-1-yl)propanamido]butyl]boronic acid

• ChemBase ID: 4281
• Molecular Formular: C23H32BN3O5
• Molecular Mass: 441.32828
• Monoisotopic Mass: 441.24350154
• SMILES: O=C(N[C@H](B(O)O)CC(C)C)[C@H](NC(=O)N1CCOCC1)Cc1cccc2ccccc12
• Canonical SMILES: CC(C[C@@H](B(O)O)NC(=O)[C@@H](Cc1cccc2c1cccc2)NC(=O)N1CCOCC1)C
• InChI: InChI=1S/C23H32BN3O5/c1-16(2)14-21(24(30)31)26-22(28)20(25-23(29)27-10-12-32-13-11-27)15-18-8-5-7-17-6-3-4-9-19(17)18/h3-9,16,20-21,30-31H,10-15H2,1-2H3,(H,25,29)(H,26,28)/t20-,21+/m1/s1
• InChIKey: MQMHIOPMTAJOHV-RTWAWAEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-3-methyl-1-[(2R)-2-[(morpholine-4-carbonyl)amino]-3-(naphthalen-1-yl)propanamido]butyl]boronic acid
• IUPAC Traditional name: (1R)-3-methyl-1-[(2R)-2-(morpholine-4-carbonylamino)-3-(naphthalen-1-yl)propanamido]butylboronic acid
• Synonyms: N-(4-MORPHOLINE)CARBONYL-B-(1-NAPHTHYL)-L-ALANINE-L-LEUCINE BORONIC ACID

Database IDs

• PubChem SID: 46505262; 160967713
• PubChem CID: 387442

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.766504
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 2.906
• LogD (pH = 7.4): 2.906
• Log P: 2.906
• Molar Refractivity: 117.3839 cm^3
• Polarizability: 48.50648 Å^3
• Polar Surface Area: 111.13 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.89
• LOG S: -4.15
• Solubility (Water): 3.13e-02 g/l

DETAILS

DrugBank - DB04732

Drug information: experimental