Basic information
- CAS
3469-78-1- Standard SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O- InChIKey
UFZTZBNSLXELAL-IOSLPCCCSA-N- Molecular formula
- C11H18N5O12P3
- Average molar mass
- 505.21 g/mol
- Monoisotopic mass
- 505.01648091
Overview
Adenosine 5'-[beta,gamma-methylene]triphosphate is a nucleoside triphosphate analogue.
Names & identifiers
- Preferred name
- beta,gamma-Methylene ATP
- IUPAC
- [[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]methylphosphonic acid
- English name
- adenosine 5'-monophosphate, monoanhydride with (phosphonomethyl)phosphonic acid
- Molecular formula
- C11H18N5O12P3
- Molecular weight
- 505.21
Names & synonyms
AMP-PCP3469-78-1beta,gamma-Methylene ATPAMPPCPadenylyl methylenediphosphateadenylyl methylene diphosphate5'-Adenylyl (beta,gamma-methylene)diphosphonateadenylyl(beta,gamma-methylene)diphosphonateadenosine (beta,gamma-methylene)triphosphateadenosine 5'-beta,gamma-methylenetriphosphate5'-Adenylic acid, monohydride with methylenebis(phosphonic acid)beta-gamma-meATP
Show more names
AMP-P(CH2)PAMP PCP,AMPPCPEinecs 222-435-7β,γ-MethyleneATPβ,γ-Methylene ATPAdenylyl methylenediphosphonate5'-Adenylic acid (phosphonomethyl)phosphonyl esterADENOSINE 5 -MONOPHOSPHATE MONOANHYDRIDE WITH (P...
beta,gamma-Me-ATPL-beta,gamma-MeATPbeta, gamma-methylene-ATPRefChem:553022222-435-7L-betagamma-meATPphosphomethylphosphonic acid adenylate ester[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]methylphosphonic acid
Properties
Computed structural properties
- XLogP
- -5.9
- Topological polar surface area
- 270 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 8
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 800
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 968.2 · 968.2±75.0 °C(Predicted)
- Density
- 2.5 · 2.50±0.1 g/cm3(Predicted)
- pka
- 0.68 · 0.68±0.10(Predicted)
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Chemistry & industry
Applications
UsesAMP-PCP is an ATP analogue and can bind to Hsp90 N-terminal domain with a Kd value of 3.8 μM. AMP-PCP binding favors the formation of the active homodimer of Hsp90[1].
Suppliers8 total
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
陕西缔都医药有限责任公司81148925 17391631969 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
Additional notes
DefinitionChEBI: Adenosine 5'-[beta,gamma-methylene]triphosphate is a nucleoside triphosphate analogue.
Related reactions
1 records
Compound notes
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