An official website of the United States government

H-DL-Pro-DL-xiIle-DL-Lys-DL-xiThr-OH

PubChem CID
20013268
Structure
H-DL-Pro-DL-xiIle-DL-Lys-DL-xiThr-OH_small.png
Molecular Formula
Molecular Weight
457.6 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2007-12-05
  • Modify:
    2024-12-07

1 Structures

1.1 2D Structure

Chemical Structure Depiction
H-DL-Pro-DL-xiIle-DL-Lys-DL-xiThr-OH.png

1.2 3D Status

Conformer generation is disallowed since too flexible, too many undefined stereo centers

2 Biologic Description

SVG Image
SVG Image
IUPAC Condensed
H-DL-Pro-DL-xiIle-DL-Lys-DL-xiThr-OH
Sequence
PXKX
HELM
PEPTIDE1{(P,[dP]).[*C(=O)C(C(C)CC)N* |$_R2;;;;;;;;;_R1$|].(K,[dK]).[*NC(C(C)O)C(=O)O |$_R1;;;;;;;;$|]}$$$$V2.0
IUPAC
DL-prolyl-DL-isoleucyl-DL-lysyl-DL-threonine

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

2-[[6-amino-2-[[3-methyl-2-(pyrrolidine-2-carbonylamino)pentanoyl]amino]hexanoyl]amino]-3-hydroxybutanoic acid
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

3.1.2 InChI

InChI=1S/C21H39N5O6/c1-4-12(2)16(25-18(28)14-9-7-11-23-14)20(30)24-15(8-5-6-10-22)19(29)26-17(13(3)27)21(31)32/h12-17,23,27H,4-11,22H2,1-3H3,(H,24,30)(H,25,28)(H,26,29)(H,31,32)
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

3.1.3 InChIKey

MKRUAQIXYJGXFR-UHFFFAOYSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

3.1.4 SMILES

CCC(C)C(C(=O)NC(CCCCN)C(=O)NC(C(C)O)C(=O)O)NC(=O)C1CCCN1
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

3.2 Molecular Formula

C21H39N5O6
Computed by PubChem 2.1 (PubChem release 2019.06.18)

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name
Molecular Weight
Property Value
457.6 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3
Property Value
-3.9
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
7
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
14
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
457.29003398 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
457.29003398 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
183Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
32
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
646
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
6
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2010.01.29)

6 Information Sources

CONTENTS