`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`COMPOUND SUMMARY
`
`Glucagon-like peptide 1 (1-37)
`
`PubChem CID
`
`16131070
`
`Structure
`
`Molecular Formula
`
`Synonyms
`
`Molecular Weight
`
`Dates
`
`2D
`Find Similar Structures
`
`C H N O
`186 275 51 59
`87805-34-3
`Glucagon-like peptide 1 (1-37)
`GLP-1 (1-37) (human, bovine, guinea pig, mouse, rat) trifluoroacetate salt
`UNII-SQ6SA9L9XQ
`SQ6SA9L9XQ
`More...
`4169
`Modify
`2023-02-25
`
`Create
`2007-07-03
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`1/15
`
`MPI EXHIBIT 1103 PAGE 1
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`1 Structures
`1.1 2D Structure
`
`Chemical Structure
`Depiction
`
`PubChem
`
`1.2 3D Status
`Conformer generation is disallowed since too many atoms, too flexible
`PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`2/15
`
`MPI EXHIBIT 1103 PAGE 2
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`2 Biologic Description
`
`SVG Image
`
`IUPAC Condensed
`
`Sequence
`PLN
`HELM
`
`IUPAC
`
`PubChem
`
`H-His-Asp-Glu-Phe-Glu-Arg-His-Ala-Glu-Gly-Thr-Phe-Thr-Ser-Asp-Val-Ser-Ser-Tyr-Leu-Glu-Gly-Gln-Ala-Ala-Lys-Glu-Phe-Ile-Ala-Trp-Leu-Val-
`Lys-Gly-Arg-Gly-OH
`HDEFERHAEGTFTSDVSSYLEGQAAKEFIAWLVKGRG
`H-HDEFERHAEGTFTSDVSSYLEGQAAKEFIAWLVKGRG-OH
`PEPTIDE1{H.D.E.F.E.R.H.A.E.G.T.F.T.S.D.V.S.S.Y.L.E.G.Q.A.A.K.E.F.I.A.W.L.V.K.G.R.G}$$$$
`L-histidyl-L-alpha-aspartyl-L-alpha-glutamyl-L-phenylalanyl-L-alpha-glutamyl-L-arginyl-L-histidyl-L-alanyl-L-alpha-glutamyl-glycyl-L-threonyl-
`L-phenylalanyl-L-threonyl-L-seryl-L-alpha-aspartyl-L-valyl-L-seryl-L-seryl-L-tyrosyl-L-leucyl-L-alpha-glutamyl-glycyl-L-glutaminyl-L-alanyl-L-
`alanyl-L-lysyl-L-alpha-glutamyl-L-phenylalanyl-L-isoleucyl-L-alanyl-L-tryptophyl-L-leucyl-L-valyl-L-lysyl-glycyl-L-arginyl-glycine
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`3/15
`
`MPI EXHIBIT 1103 PAGE 3
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`3 Names and Identifiers
`3.1 Computed Descriptors
`
`3.1.1 IUPAC Name
`(4S)-5-[[2-[[(2S,3R)-1-[[(2S)-1-[[(2S,3R)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-
`amino-1-[[(2S)-1-[[(2S)-1-[[(2S,3S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[2-[[(2S)-5-carbamimidamido-1-(carboxymethylamino)-1-oxopentan-
`2-yl]amino]-2-oxoethyl]amino]-1-oxohexan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-
`oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-4-carboxy-1-oxobutan-2-
`yl]amino]-1-oxohexan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-2-oxoethyl]amino]-4-carboxy-1-
`oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-
`oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-
`2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-2-oxoethyl]amino]-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-
`[[(2S)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-carboxypropanoyl]amino]-4-carboxybutanoyl]amino]-3-phenylpropanoyl]amino]-4-
`carboxybutanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]propanoyl]amino]-5-oxopentanoic acid
`Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)
`PubChem
`
`3.1.2 InChI
`InChI=1S/C186H275N51O59/c1-17-94(10)149(182(294)209-98(14)155(267)220-128(73-105-78-199-111-42-28-27-41-109(105)111)171(283)223-123(68-
`91(4)5)173(285)234-147(92(6)7)180(292)219-113(43-29-31-63-187)158(270)200-81-136(245)210-112(45-33-65-197-185(191)192)157(269)203-84-
`146(262)263)236-174(286)126(70-102-37-23-19-24-38-102)225-165(277)120(55-61-142(254)255)216-162(274)114(44-30-32-64-188)212-153(265)96(12)206-
`152(264)95(11)207-161(273)118(51-57-135(190)244)211-137(246)82-201-160(272)117(53-59-140(250)251)215-168(280)122(67-90(2)3)222-170(282)125(72-
`104-47-49-108(243)50-48-104)226-177(289)132(85-238)230-179(291)134(87-240)231-181(293)148(93(8)9)235-176(288)131(77-145(260)261)228-
`178(290)133(86-239)232-184(296)151(100(16)242)237-175(287)127(71-103-39-25-20-26-40-103)229-183(295)150(99(15)241)233-138(247)83-202-
`159(271)116(52-58-139(248)249)213-154(266)97(13)208-167(279)129(75-107-80-196-89-205-107)227-163(275)115(46-34-66-198-186(193)194)214-
`164(276)119(54-60-141(252)253)217-169(281)124(69-101-35-21-18-22-36-101)224-166(278)121(56-62-143(256)257)218-172(284)130(76-144(258)259)221-
`156(268)110(189)74-106-79-195-88-204-106/h18-28,35-42,47-50,78-80,88-100,110,112-134,147-151,199,238-243H,17,29-34,43-46,51-77,81-87,187-
`189H2,1-16H3,(H2,190,244)(H,195,204)(H,196,205)(H,200,270)(H,201,272)(H,202,271)(H,203,269)(H,206,264)(H,207,273)(H,208,279)(H,209,294)(H,210,245)
`(H,211,246)(H,212,265)(H,213,266)(H,214,276)(H,215,280)(H,216,274)(H,217,281)(H,218,284)(H,219,292)(H,220,267)(H,221,268)(H,222,282)(H,223,283)
`(H,224,278)(H,225,277)(H,226,289)(H,227,275)(H,228,290)(H,229,295)(H,230,291)(H,231,293)(H,232,296)(H,233,247)(H,234,285)(H,235,288)(H,236,286)
`(H,237,287)(H,248,249)(H,250,251)(H,252,253)(H,254,255)(H,256,257)(H,258,259)(H,260,261)(H,262,263)(H4,191,192,197)
`(H4,193,194,198)/t94-,95-,96-,97-,98-,99+,100+,110-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,13
`2-,133-,134-,147-,148-,149-,150-,151-/m0/s1
`Computed by InChI 1.0.6 (PubChem release 2021.05.07)
`PubChem
`
`3.1.3 InChIKey
`UKVFVQPAANCXIL-FJVFSOETSA-N
`Computed by InChI 1.0.6 (PubChem release 2021.05.07)
`PubChem
`
`3.1.4 Canonical SMILES
`CCC(C)C(C(=O)NC(C)C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CCCCN)C(=O)NCC(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)
`O)NC(=O)C(CC3=CC=CC=C3)NC(=O)C(CCC(=O)O)NC(=O)C(CCCCN)NC(=O)C(C)NC(=O)C(C)NC(=O)C(CCC(=O)N)NC(=O)CNC(=O)C(CCC(=O)O)NC(=O)C(CC(
`C)C)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CO)NC(=O)C(C(C)C)NC(=O)C(CC(=O)O)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C(CC5=CC=CC=C5)N
`C(=O)C(C(C)O)NC(=O)CNC(=O)C(CCC(=O)O)NC(=O)C(C)NC(=O)C(CC6=CN=CN6)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCC(=O)O)NC(=O)C(CC7=CC=CC=C7)NC
`(=O)C(CCC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(CC8=CN=CN8)N
`Computed by OEChem 2.3.0 (PubChem release 2021.05.07)
`PubChem
`
`3.1.5 Isomeric SMILES
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`4/15
`
`MPI EXHIBIT 1103 PAGE 4
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`CC[C@H](C)[C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]
`(CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)O)NC(=O)[C@H](CC3=CC=CC=C3)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)
`[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)N)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)
`[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]
`(CC5=CC=CC=C5)NC(=O)[C@H]([C@@H](C)O)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC(=O)[C@H](CC6=CN=CN6)NC(=O)[C@H]
`(CCCNC(=N)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC7=CC=CC=C7)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC8=CN=CN8)N
`Computed by OEChem 2.3.0 (PubChem release 2021.05.07)
`PubChem
`
`3.2 Molecular Formula
`C186H275N51O59
`Computed by PubChem 2.1 (PubChem release 2021.05.07)
`PubChem
`
`3.3 Other Identifiers
`
`3.3.1 CAS
`87805-34-3
`ChemIDplus; EPA DSSTox
`
`3.3.2 DSSTox Substance ID
`DTXSID10236651
`EPA DSSTox
`
`3.4 Synonyms
`
`3.4.1 MeSH Entry Terms
`
`GLP-I (1-37)
`glucagon-like peptide 1 (1-37)
`glucagon-like peptide I (1-37)
`proglucagon (72-108)
`
`Medical Subject Headings (MeSH)
`
`3.4.2 Depositor-Supplied Synonyms
`
`87805-34-3
`Glucagon-like peptide 1 (1-37)
`GLP-1 (1-37) (human, bovine, guinea pig, mouse, rat) trifluoroacetate salt
`UNII-SQ6SA9L9XQ
`SQ6SA9L9XQ
`Glp-I (1-37)
`Glucagon-related peptide I (ox)
`DTXSID10236651
`Glucagon-like peptide I (1-37)
`GLP-1 (1-37)
`Glucagon-like peptide 1 (1-37), human
`Preproglucagon (92-128) (human, bovine, guinea pig, mouse, rat)
`
`PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`5/15
`
`MPI EXHIBIT 1103 PAGE 5
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`4 Chemical and Physical Properties
`4.1 Computed Properties
`
`Property Name
`
`Molecular Weight
`XLogP3-AA
`Hydrogen Bond Donor Count
`Hydrogen Bond Acceptor Count
`Rotatable Bond Count
`Exact Mass
`Monoisotopic Mass
`Topological Polar Surface Area
`Heavy Atom Count
`Formal Charge
`Complexity
`Isotope Atom Count
`Defined Atom Stereocenter Count
`Undefined Atom Stereocenter Count
`Defined Bond Stereocenter Count
`Undefined Bond Stereocenter Count
`Covalently-Bonded Unit Count
`Compound Is Canonicalized
`
`PubChem
`
`Property Value
`
`Reference
`
`4169
`-17.1
`63
`66
`140
`4168.0119754
`4167.0086205
`1790 Ų
`296
`0
`10100
`0
`36
`0
`0
`0
`1
`Yes
`
`Computed by PubChem 2.1 (PubChem release 2021.05.07)
`Computed by XLogP3 3.0 (PubChem release 2021.05.07)
`Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
`Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
`Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
`Computed by PubChem 2.1 (PubChem release 2021.05.07)
`Computed by PubChem 2.1 (PubChem release 2021.05.07)
`Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
`Computed by PubChem
`Computed by PubChem
`Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
`Computed by PubChem
`Computed by PubChem
`Computed by PubChem
`Computed by PubChem
`Computed by PubChem
`Computed by PubChem
`Computed by PubChem (release 2021.05.07)
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`6/15
`
`MPI EXHIBIT 1103 PAGE 6
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`5 Related Records
`5.1 Related Compounds with Annotation
`
`PubChem
`
`5.2 Related Compounds
`
`Same Connectivity
`Same Parent, Connectivity
`Same Parent, Exact
`Mixtures, Components, and
`Neutralized Forms
`Similar Compounds
`
`2 Records
`3 Records
`2 Records
`
`1 Record
`
`4,513 Records
`
`PubChem
`
`5.3 Substances
`
`5.3.1 Related Substances
`
`All
`Same
`Mixture
`
`PubChem
`
`19 Records
`17 Records
`2 Records
`
`5.3.2 Substances by Category
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`7/15
`
`MPI EXHIBIT 1103 PAGE 7
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`8/15
`
`MPI EXHIBIT 1103 PAGE 8
`
`
`
`3/3/23, 2:11 PM
`
`6 Chemical Vendors
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`9/15
`
`MPI EXHIBIT 1103 PAGE 9
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`7 Literature
`7.1 NLM Curated PubMed Citations
`
`PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`10/15
`
`MPI EXHIBIT 1103 PAGE 10
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`8 Patents
`8.1 Depositor-Supplied Patent Identifiers
`
`PubChem
`
`Link to all deposited patent identifiers
`PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`11/15
`
`MPI EXHIBIT 1103 PAGE 11
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`9 Biological Test Results
`9.1 BioAssay Results
`
`PubChem
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`12/15
`
`MPI EXHIBIT 1103 PAGE 12
`
`
`
`3/3/23, 2:11 PM
`
`10 Classification
`10.1 MeSH Tree
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`Medical Subject Headings (MeSH)
`
`10.2 ChemIDplus
`
`ChemIDplus
`
`10.3 ChEMBL Target Tree
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`13/15
`
`MPI EXHIBIT 1103 PAGE 13
`
`
`
`3/3/23, 2:11 PM
`
`ChEMBL
`
`10.4 EPA DSSTox Classification
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`EPA DSSTox
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`14/15
`
`MPI EXHIBIT 1103 PAGE 14
`
`
`
`3/3/23, 2:11 PM
`
`Glucagon-like peptide 1 (1-37) | C186H275N51O59 - PubChem
`
`11 Information Sources
`
`FILTER BY SOURCE
`
`ALL SOURCES
`
`1. ChemIDplus
`LICENSE
`https://www.nlm.nih.gov/copyright.html
`
`Glucagon-like peptide 1 (1-37)
`https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0087805343
`ChemIDplus Chemical Information Classification
`https://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
`2. EPA DSSTox
`LICENSE
`https://www.epa.gov/privacy/privacy-act-laws-policies-and-resources
`
`Glucagon-like peptide 1 (1-37)
`https://comptox.epa.gov/dashboard/DTXSID10236651
`CompTox Chemicals Dashboard Chemical Lists
`https://comptox.epa.gov/dashboard/chemical-lists/
`3. PubChem
`https://pubchem.ncbi.nlm.nih.gov
`4. Medical Subject Headings (MeSH)
`LICENSE
`Works produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used
`or reproduced without permission in the U.S.
`https://www.nlm.nih.gov/copyright.html
`
`glucagon-like peptide 1 (1-37)
`https://www.ncbi.nlm.nih.gov/mesh/67055968
`MeSH Tree
`http://www.nlm.nih.gov/mesh/meshhome.html
`5. 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
`
`ChEMBL Protein Target Tree
`https://www.ebi.ac.uk/chembl/g/#browse/targets
`
`https://pubchem.ncbi.nlm.nih.gov/compound/Glucagon-like-peptide-1-_1-37
`
`15/15
`
`MPI EXHIBIT 1103 PAGE 15
`
`