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H-Gly-D-Cys(1)-Pen(2)-Thr-Asp-Pro-Arg-Cys(1)-Arg-Tyr(3-I)-Gln-Cys(2)-Tyr-Arg-OH

PubChem CID
168299831
Structure
H-Gly-D-Cys(1)-Pen(2)-Thr-Asp-Pro-Arg-Cys(1)-Arg-Tyr(3-I)-Gln-Cys(2)-Tyr-Arg-OH_small.png
Molecular Formula
Synonyms
  • CHEMBL5219791
  • BDBM50606644
Molecular Weight
1873.9 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2023-06-15
  • Modify:
    2024-12-28

1 Structures

1.1 2D Structure

Chemical Structure Depiction
H-Gly-D-Cys(1)-Pen(2)-Thr-Asp-Pro-Arg-Cys(1)-Arg-Tyr(3-I)-Gln-Cys(2)-Tyr-Arg-OH.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-Gly-D-Cys(1)-Pen(2)-Thr-Asp-Pro-Arg-Cys(1)-Arg-Tyr(3-I)-Gln-Cys(2)-Tyr-Arg-OH
Sequence
GCXTDPRCRXQCYR
HELM
PEPTIDE1{G.[dC].[Pen].T.D.P.R.C.R.[*C(=O)[C@H](Cc1ccc(c(c1)I)O)N* |$_R2;;;;;;;;;;;;;;_R1$|].Q.C.Y.R}$PEPTIDE1,PEPTIDE1,2:R3-8:R3|PEPTIDE1,PEPTIDE1,3:R3-12:R3$$$
IUPAC
glycyl-D-cysteinyl-L-penicillamyl-L-threonyl-L-alpha-aspartyl-L-prolyl-L-arginyl-L-cysteinyl-L-arginyl-3-iodo-L-tyrosyl-L-glutaminyl-L-cysteinyl-L-tyrosyl-L-arginine (2->8),(3->12)-bis(disulfide)

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

(2S)-2-[[(2S)-2-[[(1R,4S,7S,13S,16S,19R,24R,27S,30S,33S,40S)-40-[(2-aminoacetyl)amino]-27-(3-amino-3-oxopropyl)-4,33-bis(3-carbamimidamidopropyl)-13-(carboxymethyl)-16-[(1R)-1-hydroxyethyl]-30-[(4-hydroxy-3-iodophenyl)methyl]-20,20-dimethyl-3,6,12,15,18,26,29,32,35,41-decaoxo-21,22,37,38-tetrathia-2,5,11,14,17,25,28,31,34,42-decazatricyclo[17.16.7.07,11]dotetracontane-24-carbonyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-5-carbamimidamidopentanoic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

3.1.2 InChI

InChI=1S/C70H105IN24O21S4/c1-32(96)52-63(112)90-43(27-51(101)102)65(114)95-23-7-11-47(95)62(111)86-38(9-5-21-81-68(76)77)55(104)91-45-30-118-117-29-44(83-50(100)28-72)61(110)94-53(64(113)93-52)70(2,3)120-119-31-46(60(109)89-41(25-33-12-15-35(97)16-13-33)58(107)87-40(66(115)116)10-6-22-82-69(78)79)92-56(105)39(17-19-49(73)99)85-57(106)42(26-34-14-18-48(98)36(71)24-34)88-54(103)37(84-59(45)108)8-4-20-80-67(74)75/h12-16,18,24,32,37-47,52-53,96-98H,4-11,17,19-23,25-31,72H2,1-3H3,(H2,73,99)(H,83,100)(H,84,108)(H,85,106)(H,86,111)(H,87,107)(H,88,103)(H,89,109)(H,90,112)(H,91,104)(H,92,105)(H,93,113)(H,94,110)(H,101,102)(H,115,116)(H4,74,75,80)(H4,76,77,81)(H4,78,79,82)/t32-,37+,38+,39+,40+,41+,42+,43+,44-,45+,46+,47+,52+,53-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

3.1.3 InChIKey

LBCONOSZVXIZDN-CEDOPLEWSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

3.1.4 SMILES

C[C@H]([C@H]1C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H]3CSSC[C@H](C(=O)N[C@H](C(=O)N1)C(SSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC3=O)CCCNC(=N)N)CC4=CC(=C(C=C4)O)I)CCC(=O)N)C(=O)N[C@@H](CC5=CC=C(C=C5)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)(C)C)NC(=O)CN)CCCNC(=N)N)CC(=O)O)O
Computed by OEChem 2.3.0 (PubChem release 2021.10.14)

3.2 Molecular Formula

C70H105IN24O21S4
Computed by PubChem 2.2 (PubChem release 2021.10.14)

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
1873.9 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
-7.8
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
28
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
29
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
32
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
1872.58137 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
1872.58137 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
861Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
120
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
3650
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
14
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 2021.10.14)

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