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2D Structure
Also known as: 33404-78-3, B15l87q2hq, L-threo-hexonic acid, 3,6-diamino-2,3,4,6-tetradeoxy-, 2-(carboxymethyl)-2-methylhydrazide, Unii-b15l87q2hq, Neg, Brn 4687658
Molecular Formula
C9H20N4O4
Molecular Weight
248.28  g/mol
InChI Key
IKHFJPZQZVMLRH-RNFRBKRXSA-N
FDA UNII
B15L87Q2HQ

negamycin is a natural product found in Streptomyces with data available.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[[[(3R,5R)-3,6-diamino-5-hydroxyhexanoyl]amino]-methylamino]acetic acid
2.1.2 InChI
InChI=1S/C9H20N4O4/c1-13(5-9(16)17)12-8(15)3-6(11)2-7(14)4-10/h6-7,14H,2-5,10-11H2,1H3,(H,12,15)(H,16,17)/t6-,7-/m1/s1
2.1.3 InChI Key
IKHFJPZQZVMLRH-RNFRBKRXSA-N
2.1.4 Canonical SMILES
CN(CC(=O)O)NC(=O)CC(CC(CN)O)N
2.1.5 Isomeric SMILES
CN(CC(=O)O)NC(=O)C[C@@H](C[C@H](CN)O)N
2.2 Other Identifiers
2.2.1 UNII
B15L87Q2HQ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (2-((3r,5r)-3,6-diamino-5-hydroxyhexanoyl)-1-methylhydrazino) Acetic Acid

2. Negamycin, (threo-d)-isomer

2.3.2 Depositor-Supplied Synonyms

1. 33404-78-3

2. B15l87q2hq

3. L-threo-hexonic Acid, 3,6-diamino-2,3,4,6-tetradeoxy-, 2-(carboxymethyl)-2-methylhydrazide

4. Unii-b15l87q2hq

5. Neg

6. Brn 4687658

7. Negamycin [mi]

8. (+)-negamycin

9. Negamycin, (+)-

10. Chembl78628

11. Schembl564074

12. Acetic Acid, (2-(3,6-diamino-5-hydroxyhexanoyl)-1-methylhydrazino)-

13. Dtxsid701043349

14. 3,6-diamino-2,3,4,6-tetradeoxy-l-threo-hexonic Acid 2-(carboxymethyl)-2-methylhydrazide

15. Q27274241

16. 2-[[[(3r,5r)-3,6-diamino-5-hydroxyhexanoyl]amino]-methylamino]acetic Acid

17. (2-((3r,5r)-3,6-diamino-5-hydroxyhexanoyl)-1-methylhydrazino) Acetic Acid

18. {2-[(3r,5r)-3,6-diamino-5-hydroxyhexanoyl]-1-methylhydrazino}acetic Acid (non-preferred Name)

19. 3,6-diamino-1-[2-(carboxymethyl)-2-methylhydrazino]-2,3,4,6-tetradeoxy-l-threo-hexose

2.4 Create Date
2006-10-26
3 Chemical and Physical Properties
Molecular Weight 248.28 g/mol
Molecular Formula C9H20N4O4
XLogP3-5.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Exact Mass248.14845513 g/mol
Monoisotopic Mass248.14845513 g/mol
Topological Polar Surface Area142 Ų
Heavy Atom Count17
Formal Charge0
Complexity261
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1