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H-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-aHyp-Sar-Pro-Arg-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-NH2

PubChem CID
73354784
Structure
H-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-aHyp-Sar-Pro-Arg-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-NH2_small.png
Molecular Formula
Synonyms
  • CHEMBL2372618
  • CHEMBL1163317
  • BDBM50320853
Molecular Weight
2479.7 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2014-04-03
  • Modify:
    2024-12-28

1 Structures

1.1 2D Structure

Chemical Structure Depiction
H-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-aHyp-Sar-Pro-Arg-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-NH2.png

1.2 3D Status

Conformer generation is disallowed since too many atoms, too flexible

2 Biologic Description

SVG Image
SVG Image
IUPAC Condensed
H-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-aHyp-Sar-Pro-Arg-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-Pro-Hyp-Gly-NH2
Sequence
PXGPXGPXGPXGPRGPXGPXGPXGPXG
HELM
PEPTIDE1{P.[Hyp].G.P.[Hyp].G.P.[Hyp].G.P.[*C(=O)[C@@H]1C[C@@H](CN1*)O |$_R2;;;;;;;;_R1;$|].[Sar].P.R.G.P.[Hyp].G.P.[Hyp].G.P.[Hyp].G.P.[Hyp].G.[am]}$$$$
IUPAC
L-prolyl-(4R)-4-hydroxy-L-prolyl-glycyl-L-prolyl-(4R)-4-hydroxy-L-prolyl-glycyl-L-prolyl-(4R)-4-hydroxy-L-prolyl-glycyl-L-prolyl-(4S)-4-hydroxy-L-prolyl-sarcosyl-L-prolyl-L-arginyl-glycyl-L-prolyl-(4R)-4-hydroxy-L-prolyl-glycyl-L-prolyl-(4R)-4-hydroxy-L-prolyl-glycyl-L-prolyl-(4R)-4-hydroxy-L-prolyl-glycyl-L-prolyl-(4R)-4-hydroxy-L-prolyl-glycinamide

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

(2S,4R)-N-[2-[(2S)-2-[(2S,4R)-2-[[2-[(2S)-2-[(2S,4R)-2-[[2-[(2S)-2-[(2S,4S)-2-[[2-[(2S)-2-[[(2S)-1-[[2-[(2S)-2-[(2S,4R)-2-[[2-[(2S)-2-[(2S,4R)-2-[[2-[(2S)-2-[(2S,4R)-2-[[2-[(2S)-2-[(2S,4R)-2-[(2-amino-2-oxoethyl)carbamoyl]-4-hydroxypyrrolidine-1-carbonyl]pyrrolidin-1-yl]-2-oxoethyl]carbamoyl]-4-hydroxypyrrolidine-1-carbonyl]pyrrolidin-1-yl]-2-oxoethyl]carbamoyl]-4-hydroxypyrrolidine-1-carbonyl]pyrrolidin-1-yl]-2-oxoethyl]carbamoyl]-4-hydroxypyrrolidine-1-carbonyl]pyrrolidin-1-yl]-2-oxoethyl]amino]-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-oxoethyl]-methylcarbamoyl]-4-hydroxypyrrolidine-1-carbonyl]pyrrolidin-1-yl]-2-oxoethyl]carbamoyl]-4-hydroxypyrrolidine-1-carbonyl]pyrrolidin-1-yl]-2-oxoethyl]carbamoyl]-4-hydroxypyrrolidine-1-carbonyl]pyrrolidin-1-yl]-2-oxoethyl]-4-hydroxy-1-[(2S)-pyrrolidine-2-carbonyl]pyrrolidine-2-carboxamide
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

3.1.2 InChI

InChI=1S/C110H163N31O35/c1-125(102(169)82-39-64(149)55-141(82)109(176)74-21-11-31-133(74)90(157)47-123-99(166)81-38-63(148)54-140(81)108(175)73-20-10-30-132(73)89(156)45-121-97(164)78-35-60(145)51-137(78)105(172)70-17-7-27-129(70)85(152)42-118-94(161)75-32-57(142)48-134(75)101(168)66-13-3-22-114-66)56-91(158)126-24-4-14-67(126)100(167)124-65(12-2-23-115-110(112)113)92(159)117-41-84(151)127-25-5-15-68(127)104(171)136-50-59(144)34-77(136)95(162)120-44-87(154)130-28-8-18-71(130)107(174)139-53-62(147)37-80(139)98(165)122-46-88(155)131-29-9-19-72(131)106(173)138-52-61(146)36-79(138)96(163)119-43-86(153)128-26-6-16-69(128)103(170)135-49-58(143)33-76(135)93(160)116-40-83(111)150/h57-82,114,142-149H,2-56H2,1H3,(H2,111,150)(H,116,160)(H,117,159)(H,118,161)(H,119,163)(H,120,162)(H,121,164)(H,122,165)(H,123,166)(H,124,167)(H4,112,113,115)/t57-,58-,59-,60-,61-,62-,63-,64+,65+,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+/m1/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

3.1.3 InChIKey

LXJQVNLDGXRPMA-BHORDQJWSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

3.1.4 SMILES

CN(CC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N2CCC[C@H]2C(=O)N3C[C@@H](C[C@H]3C(=O)NCC(=O)N4CCC[C@H]4C(=O)N5C[C@@H](C[C@H]5C(=O)NCC(=O)N6CCC[C@H]6C(=O)N7C[C@@H](C[C@H]7C(=O)NCC(=O)N8CCC[C@H]8C(=O)N9C[C@@H](C[C@H]9C(=O)NCC(=O)N)O)O)O)O)C(=O)[C@@H]1C[C@@H](CN1C(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H]1C[C@H](CN1C(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H]1C[C@H](CN1C(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H]1C[C@H](CN1C(=O)[C@@H]1CCCN1)O)O)O)O
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

3.2 Molecular Formula

C110H163N31O35
Computed by PubChem 2.1 (PubChem release 2019.06.18)

3.3 Other Identifiers

3.3.1 ChEMBL ID

3.4 Synonyms

3.4.1 Depositor-Supplied Synonyms

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name
Molecular Weight
Property Value
2479.7 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-14.5
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
22
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
37
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
42
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
2479.1961408 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
2478.1927860 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
886Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
176
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
6300
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
26
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
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 2019.01.04)

6 Biological Test Results

6.1 BioAssay Results

7 Classification

7.1 ChEMBL Target Tree

7.2 MolGenie Organic Chemistry Ontology

8 Information Sources

  1. ChEMBL
    LICENSE
    Access to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).
    http://www.ebi.ac.uk/Information/termsofuse.html
  2. PubChem
  3. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
CONTENTS