N-{[2-({[1-(4-CARBOXYBUTANOYL)AMINO]-2-PHENYLETHYL}-HYDROXYPHOSPHINYL)OXY]ACETYL}-2-PHENYLETHYLAMINE|4-{[(1S)-1-{hydroxy[(2-phenylethyl)carbamoyl]methoxyphosphoryl}-2-phenylethyl]carbamoyl}butanoic ...

General Information

Structure

Molecular Formula

C₂₃H₂₉N₂O₇P

Molecular Mass

476.459321

Exact Mass

476.17123791

Charge

InChI

InChI=1S/C23H29N2O7P/c26-20(12-7-13-23(28)29)25-22(16-19-10-5-2-6-11-19)33(30,31)32-17-21(27)24-15-14-18-8-3-1-4-9-18/h1-6,8-11,22H,7,12-17H2,(H,24,27)(H,25,26)(H,28,29)(H,30,31)/t22-/m0/s1

InChIKey

DKQZZKSBRCTCQU-QFIPXVFZSA-N

Canonic Smiles

O=C(CO[P@@](=O)([C@@H](Cc1ccccc1)NC(=O)CCCC(=O)O)O)NCCc1ccccc1

Isomeric Smiles

c1(ccccc1)CCNC(=O)CO[P@](=O)(O)[C@@H](Cc1ccccc1)NC(=O)CCCC(=O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-2.78

LogD (pH = 5.5)

-1.06

Log P

1.76

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

1.24

Polar Surface Area

142.03

Polarizability

48.54

Molar Refractivity

121.40

LOG S

-2.55

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

N-{[2-({[1-(4-CARBOXYBUTANOYL)AMINO]-2-PHENYLETHYL}-HYDROXYPHOSPHINYL)OXY]ACETYL}-2-PHENYLETHYLAMINEN-{[2-({[1-(4-CARBOXYBUTANOYL)AMINO]-2-PHENYLETHYL}-HYDROXYPHOSPHINYL)OXY]ACETYL}-2-PHENYLETHYLAMINE8-benzyl-7-hydroxy-4,10-dioxo-1-phenyl-6-oxa-3,9-diaza-7-phosphatetradecan-14-oic acid 7-oxide

IUPAC Traditional name

4-{[(1S)-1-{hydroxy[(2-phenylethyl)carbamoyl]methoxyphosphoryl}-2-phenylethyl]carbamoyl}butanoic acid 4-{[(1S)-1-[hydroxy([(2-phenylethyl)carbamoyl]methoxy)phosphoryl]-2-phenylethyl]carbamoyl}butanoic acid

IUPAC name

4-{[(1S)-1-[hydroxy({[(2-phenylethyl)carbamoyl]methoxy})phosphoryl]-2-phenylethyl]carbamoyl}butanoic acid

Names and Identifiers

Registration numbers

PubChem CID

447154

PubChem SID

1609689429944435293581349

PDBeChem Database

HAL

Protein Data Bank

1mjj1mh51mj7