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Also known as: 127869-51-6, C-type natriuretic peptide (32-53) (human, porcine, rat), C-type natriuretic peptide (cnp) (1-22), human, Atriopeptin c (pig), Natriuretic peptide,c-type, Cnp (1-22), human

Molecular Formula

C₉₃H₁₅₇N₂₇O₂₈S₃

Molecular Weight

2197.6 g/mol

InChI Key

UHSBKBYWHCBDCJ-DYGWFTAGSA-N

A PEPTIDE of 22 amino acids, derived mainly from cells of VASCULAR ENDOTHELIUM. It is also found in the BRAIN, major endocrine glands, and other tissues. It shares structural homology with ATRIAL NATRIURETIC FACTOR. It has vasorelaxant activity thus is important in the regulation of vascular tone and blood flow. Several high molecular weight forms containing the 22 amino acids have been identified.

1 2D Structure

Natriuretic Peptide, C-Type

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4R,10S,16S,19S,22S,28S,31S,34S,37S,40S,43S,49S,52R)-52-[[2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[(2-aminoacetyl)amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]acetyl]amino]-40-(4-aminobutyl)-49-benzyl-28-[(2S)-butan-2-yl]-31-(3-carbamimidamidopropyl)-34-(carboxymethyl)-16,22-bis(hydroxymethyl)-10,37,43-tris(2-methylpropyl)-19-(2-methylsulfanylethyl)-6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51-hexadecaoxo-1,2-dithia-5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50-hexadecazacyclotripentacontane-4-carboxylic acid

2.1.2 InChI

InChI=1S/C93H157N27O28S3/c1-12-52(10)76-91(146)104-42-72(127)108-65(44-122)88(143)114-57(26-30-149-11)82(137)118-64(43-121)80(135)103-39-70(125)106-58(31-48(2)3)78(133)101-41-74(129)110-68(92(147)148)47-151-150-46-67(109-73(128)40-100-77(132)54(23-16-18-27-94)111-89(144)66(45-123)119-85(140)59(32-49(4)5)105-69(124)37-96)90(145)116-62(35-53-21-14-13-15-22-53)79(134)102-38-71(126)107-60(33-50(6)7)84(139)112-55(24-17-19-28-95)81(136)115-61(34-51(8)9)86(141)117-63(36-75(130)131)87(142)113-56(83(138)120-76)25-20-29-99-93(97)98/h13-15,21-22,48-52,54-68,76,121-123H,12,16-20,23-47,94-96H2,1-11H3,(H,100,132)(H,101,133)(H,102,134)(H,103,135)(H,104,146)(H,105,124)(H,106,125)(H,107,126)(H,108,127)(H,109,128)(H,110,129)(H,111,144)(H,112,139)(H,113,142)(H,114,143)(H,115,136)(H,116,145)(H,117,141)(H,118,137)(H,119,140)(H,120,138)(H,130,131)(H,147,148)(H4,97,98,99)/t52-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,76-/m0/s1

2.1.3 InChI Key

UHSBKBYWHCBDCJ-DYGWFTAGSA-N

2.1.4 Canonical SMILES

CCC(C)C1C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NCC(=O)NC(CSSCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCNC(=N)N)CC(=O)O)CC(C)C)CCCCN)CC(C)C)CC2=CC=CC=C2)NC(=O)CNC(=O)C(CCCCN)NC(=O)C(CO)NC(=O)C(CC(C)C)NC(=O)CN)C(=O)O)CC(C)C)CO)CCSC)CO

2.1.5 Isomeric SMILES

CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCNC(=N)N)CC(=O)O)CC(C)C)CCCCN)CC(C)C)CC2=CC=CC=C2)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)CN)C(=O)O)CC(C)C)CO)CCSC)CO

2.2 Synonyms

2.2.1 MeSH Synonyms

1. C Type Natriuretic Peptide

2. C Type Natriuretic Peptide 22

3. C Type Natriuretic Peptide 53

4. C-type Natriuretic Peptide

5. C-type Natriuretic Peptide-22

6. C-type Natriuretic Peptide-53

7. Cnp-22

8. Cnp-53

9. Natriuretic Peptide, C Type

10. Natriuretic Peptide-22, C-type

11. Natriuretic Peptide-53, C-type

12. Peptide, C-type Natriuretic

13. Peptide-22, C-type Natriuretic

14. Peptide-53, C-type Natriuretic

2.2.2 Depositor-Supplied Synonyms

1. 127869-51-6

2. C-type Natriuretic Peptide (32-53) (human, Porcine, Rat)

3. C-type Natriuretic Peptide (cnp) (1-22), Human

4. Atriopeptin C (pig)

5. Natriuretic Peptide,c-type

6. Cnp (1-22), Human

7. Unii-3vcd78874l

8. Cnp-53

9. Dtxsid60155686

10. 3vcd78874l

11. Bdbm287915

12. Us10087144, Compound Cnp

13. Akos024457659

14. Natriuretic Peptide, C-type, >=95% (hplc)

15. C-type Natriuretic Peptide (1-22) (human, Rat, Swine)

16. C-type Natriuretic Peptide (32-53) (human, Porcine, Rat) Acetate Salt

17. Natriuretic Peptide, C-type, Human And Porcine - Cas 127869-51-6

18. C-type Natriuretic Peptide (cnp) (1-22), Humanc-type Natriuretic Peptide (cnp) (1-22), Human

19. H-gly-leu-ser-lys-gly-cys-phe-gly-leu-lys-leu-asp-arg-ile-gly-ser-met-ser-gly-leu-gly-cys-oh

2.3 Create Date

2007-07-04

3 Chemical and Physical Properties

Molecular Formula	C₉₃H₁₅₇N₂₇O₂₈S₃
Molecular Weight	2197.6 g/mol
XLogP3	-8.7
Hydrogen Bond Donor Count	32
Hydrogen Bond Acceptor Count	35
Rotatable Bond Count	44
Exact Mass	2196.0853510 g/mol
Monoisotopic Mass	2196.0853510 g/mol
Topological Polar Surface Area	962 Å²
Heavy Atom Count	151
Formal Charge	0
Complexity	4490
Isotope Atom Count	0
Defined Atom Stereocenter Count	17
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

Natriuretic Agents

Endogenous or exogenous chemicals that regulate the WATER-ELECTROLYTE BALANCE in the body. They consist of peptides and non-peptide compounds. (See all compounds classified as Natriuretic Agents.)

Drugs in Development