Modomics - A Database of RNA Modifications

The molecule is shown in a ball-and-stick representation with the following colors for atoms :
Hydrogen (H): white Carbon (C): gray Oxygen (O): red Phosphorus (P): orange Nitrogen (N): blue Selenium (Se): gold Sulfur (S): yellow

Summary

Full nameagmatidine-5'-monophosphate
Short namepC+
MODOMICS code new2000020551C
MODOMICS code20551C
Nature of the modified residueNatural
Residue unique ID411
Related nucleosides141

Chemical information

Sum formulaC14H24N7O7P
Type of moietynucleotide
SMILESN=C(N)NCCCCNc1nc(=N)cc[n]1[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O
logP0.0063
TPSA247.52
Number of atoms29
Number of Hydrogen Bond Acceptors 1 (HBA1)11
Number of Hydrogen Bond Acceptors 2 (HBA2)14
Number of Hydrogen Bond Donors (HBD)7
InChIInChI=1S/C14H26N7O7P/c15-9-3-6-21(14(20-9)19-5-2-1-4-18-13(16)17)12-11(23)10(22)8(28-12)7-27-29(24,25)26/h3,6,8,10-12,22-23H,1-2,4-5,7H2,(H2,15,19,20)(H4,16,17,18)(H2,24,25,26)/p-2/t8-,10-,11-,12-/m1/s1
InChIKeyBBBSJEHSPYDMPG-HJQYOEGKSA-L
Search the molecule in external databases ChEMBL  ChemAgora  ChEBI  PubChem Compound Database  Ligand Expo  ChemSpider  WIPO 

* Chemical properties calculated with Open Babel - O'Boyle et al. Open Babel: An open chemical toolbox. J Cheminform 3, 33 (2011) (link)


Download Structures

2D   .png .mol .mol2 .sdf .pdb .smi
3D   .mol .mol2 .sdf .pdb

Tautomers

Tautomers SMILES
NC(N)=NCCCCN=c1nc(N)ccn1C2OC(COP(=O)([O-])[O-])C(O)C2O tautomer #0
N=C(N)NCCCCN=c1nc(N)ccn1C2OC(COP(=O)([O-])[O-])C(O)C2O tautomer #1
NC(N)=NCCCCNc1nc(=N)ccn1C2OC(COP(=O)([O-])[O-])C(O)C2O tautomer #2
NC(N)=NCCCCN=c1[nH]c(=N)ccn1C2OC(COP(=O)([O-])[O-])C(O)C2O tautomer #3
N=C(N)NCCCCNc1nc(=N)ccn1C2OC(COP(=O)([O-])[O-])C(O)C2O tautomer #4
N=C(N)NCCCCN=c1[nH]c(=N)ccn1C2OC(COP(=O)([O-])[O-])C(O)C2O tautomer #5
Tautomer image Show Image

Predicted CYP Metabolic Sites

CYP3A4 CYP2D6 CYP2C9
pC+ pC+ pC+

* CYP Metabolic sites predicted with SMARTCyp. SMARTCyp is a method for prediction of which sites in a molecule that are most liable to metabolism by Cytochrome P450. It has been shown to be applicable to metabolism by the isoforms 1A2, 2A6, 2B6, 2C8, 2C19, 2E1, and 3A4 (CYP3A4), and specific models for the isoform 2C9 (CYP2C9) and isoform 2D6 (CYP2D6). CYP3A4, CYP2D6, and CYP2C9 are the three of the most important enzymes in drug metabolism since they are involved in the metabolism of more than half of the drugs used today. The three top-ranked atoms are highlighted. See: SmartCYP and SmartCYP - background; Patrik Rydberg, David E. Gloriam, Lars Olsen, The SMARTCyp cytochrome P450 metabolism prediction server, Bioinformatics, Volume 26, Issue 23, 1 December 2010, Pages 2988–2989 (link)


LC-MS Information

Monoisotopic massNone
Average mass433.357
[M+H]+ not available
Product ions not available
Normalized LC elution time * not available
LC elution order/characteristics not available

* normalized to guanosine (G), measured with a RP C-18 column with acetonitrile/ammonium acetate as mobile phase.

Last modification of this entry: Sept. 22, 2023