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Bpc 157

Bpc 157

Synopsis, Chemistry

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7 NDC API

7 NDC API

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Also known as: Bpc-157, 137525-51-0, Bpc 157, Bepecin, Bpc 15, Pl-10

Molecular Formula

C₆₂H₉₈N₁₆O₂₂

Molecular Weight

1419.5 g/mol

InChI Key

HEEWEZGQMLZMFE-RKGINYAYSA-N

FDA UNII

8ED8NXK95P

Bepecin is under investigation in clinical trial NCT02637284 (PCO-02 - Safety and Pharmacokinetics Trial).

1 2D Structure

Bpc-157

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4S)-4-[(2-aminoacetyl)amino]-5-[(2S)-2-[(2S)-2-[(2S)-2-[[2-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-1-[[(2S)-3-carboxy-1-[[(2S)-3-carboxy-1-[[(2S)-1-[[2-[[(2S)-1-[[(1S)-1-carboxy-2-methylpropyl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-2-oxoethyl]carbamoyl]pyrrolidine-1-carbonyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-5-oxopentanoic acid

2.1.2 InChI

InChI=1S/C62H98N16O22/c1-31(2)25-37(55(92)74-50(32(3)4)62(99)100)71-46(81)29-65-51(88)33(5)67-53(90)38(26-48(84)85)73-54(91)39(27-49(86)87)72-52(89)34(6)68-57(94)41-15-10-21-75(41)58(95)35(13-7-8-20-63)70-45(80)30-66-56(93)40-14-9-22-76(40)60(97)43-17-12-24-78(43)61(98)42-16-11-23-77(42)59(96)36(18-19-47(82)83)69-44(79)28-64/h31-43,50H,7-30,63-64H2,1-6H3,(H,65,88)(H,66,93)(H,67,90)(H,68,94)(H,69,79)(H,70,80)(H,71,81)(H,72,89)(H,73,91)(H,74,92)(H,82,83)(H,84,85)(H,86,87)(H,99,100)/t33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,50-/m0/s1

2.1.3 InChI Key

HEEWEZGQMLZMFE-RKGINYAYSA-N

2.1.4 Canonical SMILES

CC(C)CC(C(=O)NC(C(C)C)C(=O)O)NC(=O)CNC(=O)C(C)NC(=O)C(CC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(C)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)CNC(=O)C2CCCN2C(=O)C3CCCN3C(=O)C4CCCN4C(=O)C(CCC(=O)O)NC(=O)CN

2.1.5 Isomeric SMILES

C[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H]3CCCN3C(=O)[C@@H]4CCCN4C(=O)[C@H](CCC(=O)O)NC(=O)CN

2.2 Other Identifiers

2.2.1 UNII

8ED8NXK95P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Booly Protection Compound 15

2. Bpc 15

3. Bpc 157

4. Bpc-15

5. Bpc-157

2.3.2 Depositor-Supplied Synonyms

1. Bpc-157

2. 137525-51-0

3. Bpc 157

4. Bepecin

5. Bpc 15

6. Pl-10

7. 8ed8nxk95p

8. Booly Protection Compound 15

9. Pld-116

10. Pl-14736

11. Gly-glu-pro-pro-pro-gly-lys-pro-ala-asp-asp-ala-gly-leu-val

12. Bpc157

13. Bpc15

14. Unii-8ed8nxk95p

15. Bpc-15

16. Chembl4297358

17. Ex-a4283

18. Mfcd06407962

19. Db11882

20. Bs-14984

21. D84081

22. Q27270252

23. Gastric Juice Peptide Fragment Trifluoroacetate (bpc 157) (h-gly-l-glu-l-pro-l-pro-l-pro-gly-l-lys-l-pro-l-ala-l-asp-l-asp-l-ala-gly-l-leu-l-val-oh)

24. L-valine, Glycyl-l-.alpha.-glutamyl-l-prolyl-l-prolyl-l-prolylglycyl-l-lysyl-l-prolyl-l-alanyl-l-.alpha.-aspartyl-l-.alpha.-aspartyl-l-alanylglycyl-l-leucyl-

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₆₂H₉₈N₁₆O₂₂
Molecular Weight	1419.5 g/mol
XLogP3	-9
Hydrogen Bond Donor Count	16
Hydrogen Bond Acceptor Count	24
Rotatable Bond Count	39
Exact Mass	1418.70415882 g/mol
Monoisotopic Mass	1418.70415882 g/mol
Topological Polar Surface Area	574 Å²
Heavy Atom Count	100
Formal Charge	0
Complexity	3040
Isotope Atom Count	0
Defined Atom Stereocenter Count	12
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)