Basic information
- CAS
24751-69-7- Standard SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@](F)(COS(N)(=O)=O)[C@@H](O)[C@H]1O- InChIKey
LTBCQBSAWAZBDF-MLTZYSBQSA-N- Molecular formula
- C10H13FN6O6S
- Average molar mass
- 364.31 g/mol
- Monoisotopic mass
- 364.06013149
Overview
Nucleocidin is a nucleoside antibiotic that is 5'-O-sulfamoyladenosine in which the hydrogen atom at position 4' is replaced by a fluorine atom. It is a natural product synthesized by several Streptomyces species. It exhibits broad spectrum antibacterial activity, and also has a strong effect against Trypanosoma brucei, the protozoan parasite responsible for the African sleeping sickness. It has a role as a nucleoside antibiotic, an antibacterial agent, a trypanocidal drug, a protein synthesis inhibitor and a bacterial metabolite. It is a member of 6-aminopurines, a member of adenosines, a diol, an organofluorine compound and a sulfamate ester. It is functionally related to an adenosine.
Names & identifiers
- Preferred name
- Nucleocidin
- IUPAC
- [(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate
- English name
- nucleocidin
- Molecular formula
- C10H13FN6O6S
- Molecular weight
- 364.31
Names & synonyms
Nucleocidin4'-Fluoro-5'-O-sulfamoyladenosineAntibiotic T-301824751-69-7Adenosine, 4'-C-fluoro-, 5'-sulfamateT-3018F5097NG7JT4'-C-Fluoroadenosine 5'-sulfamateCHEBI:1668724'-fluoro-5'-O-sulphamoyladenosine[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamateNSC-521007
Show more names
LTBCQBSAWAZBDF-XPQPFPQWSA-N5'-O-Sulfamoyl-4'-fluoroadenosineSulfamic acid 4'-fluoro-5'-adenosyl ester
DTXSID501319095((2S,3S,4R,5R)-5-(6-Aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl)methyl sulfamateRefChem:166944DTXCID601748051NulceocidinNSC 521007UNII-F5097NG7JT9-(4-Fluoro-5-O-sulfamoylpentofuranosyl)adenine
Database identifiers
- CAS
24751-69-7- PubChem CID
- 72299
- ChEBI
CHEBI:166872- UNII
- F5097NG7JT
Properties
Computed structural properties
- XLogP
- -1.9
- Topological polar surface area
- 197 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 579
Physicochemical properties
- Melting point
- 190 ° · >190° (dec)
- Boiling point
- 747.6 · 747.6±70.0 °C(Predicted)
- Density
- 2.23 · 2.23±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 9.15 · 9.15±0.70(Predicted)
- FDA UNII
- 5097 NG7JT · F5097NG7JT
- Toxicity
- 50 i.p · LD50 i.p. in mice: ~0.2 mg/kg (Thomas)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Toxicity
- LD50 i.p. in mice: ~0.2 mg/kg (Thomas)
Chemistry & industry
Applications
UsesNucleocidin is used in studies relating to novel parasite inhibitors.
Suppliers14 total
南京百芙利科技有限责任公司25-25-58740604 15951658055 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
BOC Sciences16314854226 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
北京秦岭医药科技有限公司010-61241352 18901327973 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
范德(北京)生物科技有限责任公司15911056312 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…