Navigation

name Structure Reference Source Properties Activities Metabolism

adenosine 5'-phosphoramidate

AlkaPlorer ID: AK102425

Synonym: 'AMP-NH2', "Adenosine 5'-phosphoramidate"

IUPAC Name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonamidic acid

Structure

SMILES: NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(N)(=O)O)[C@@H](O)[C@H]1O

copy

InChI: InChI=1S/C10H15N6O6P/c11-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(22-10)1-21-23(12,19)20/h2-4,6-7,10,17-18H,1H2,(H2,11,13,14)(H3,12,19,20)/t4-,6-,7-,10-/m1/s1

copy

InChIKey: LDEMREUBLBGZBO-KQYNXXCUSA-N

copy

Reference

PubChem CID: 440142

CAS: 6154-31-0

NPASS: NPC321814

Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 346.24

TPSA？: 191.86

MolLogP？: -1.896599999999999

Number of H-Donors: 5

Number of H-Acceptors: 10

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Adenosine deaminase-like protein Activity nan None 10.1021/jm200650j
Homo sapiens Endoplasmin Activity 10.0 % 10.1021/acsmedchemlett.0c00509
Homo sapiens Endoplasmin Kd 50000.0 nM 10.1021/acsmedchemlett.0c00509
Homo sapiens Endoplasmin Ki 10000.0 nM 10.1021/acsmedchemlett.0c00509
Homo sapiens Heat shock protein HSP 90-alpha Activity 9.0 % 10.1021/acsmedchemlett.0c00509
Homo sapiens Heat shock protein HSP 90-alpha Kd 50000.0 nM 10.1021/acsmedchemlett.0c00509
Homo sapiens Heat shock protein HSP 90-alpha Ki 3000.0 nM 10.1021/acsmedchemlett.0c00509
Oryctolagus cuniculus Histidine triad nucleotide-binding protein 1 Drug metabolism 1.71 nmol/min 10.1016/j.bmc.2014.02.034
None Unchecked Kd 82000.0 nM 10.1021/jm900728u
None Unchecked Kd 100000.0 nM 10.1021/jm900728u

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT021731 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(N)(=O)O)[C@@H](O)[C@H]1O RXN-12584
AKRT022123 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(N)(=O)O)[C@@H](O)[C@H]1O None
AKRT022124 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(N)(=O)O)[C@@H](O)[C@H]1O enzymemap_49007
AKRT022177 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OS(=O)(=O)O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(N)(=O)O)[C@@H](O)[C@H]1O 2.7.7.51-RXN
AKRT022205 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(N)(=O)O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O RXN-12584
AKRT022206 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(N)(=O)O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O enzymemap_48975