Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2077)
Drug Name
IP-302
Synonyms
CDP-choline; CDP-colina; Choline 5'-cytidine diphosphate; Choline cytidine diphosphate; Citicolina; Citicolinum; Citidoline; Colite; Cyscholin; Cytidindiphosphocholin; Cytidine 5'-(choline diphosphate); Cytidine choline diphosphate; Cytidine diphosphocholine; Cytidine diphosphorylcholine; Cytidoline; Difosfocin; Emicholin; Ensign; Haocolin; Meibis; Nicholin; Nicolin; Niticolin; Recofnan; Recognan; Somazina; Suncholin; citicholine; citicoline; cyticholine; cytidine 5'-diphosphocholine; cytidine diphosphate choline; 987-78-0; Cereb
Indication Hypoxic-ischaemic encephalopathy [ICD11: 8B24] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 488.32 Topological Polar Surface Area 214
Heavy Atom Count 31 Rotatable Bond Count 10
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 11
Cross-matching ID
PubChem CID
13804
ChEBI ID
CHEBI:16436
CAS Number
987-78-0
TTD Drug ID
D02CFP
Formula
C14H26N4O11P2
Canonical SMILES
C[N+](C)(C)CCOP(=O)([O-])OP(=O)(O)OCC1C(C(C(O1)N2C=CC(=NC2=O)N)O)O
InChI
1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1
InChIKey
RZZPDXZPRHQOCG-OJAKKHQRSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Choline DM003230
305
Unclear 1 [4]
Cytidine DM003226
6175
Multi-steps Reaction - Hydrolysis; Dephosphorylation 1 [4]
Acetylcholine DM003234
187
Unclear 2 [4]
Betaine DM002514
247
Unclear 2 [4]
Cytidine triphosphate DM003227
6176
Conjugation - Phosphorylation 2 [4]
Incorporation into nucleic acid DM003233 N. A. Unclear 2 [4]
Phosphocholine DM003231
1014
Unclear 2 [4]
Cdp-choline DM003228
13804
Unclear 3 [4]
Methionine DM003070
6992087
Unclear 3 [4]
Phosphatidylcholine DM003229
10169785
Unclear 4 [4]
Proteins DM003232 N. A. Unclear 4 [4]
⏷ Show the Full List of 11  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003662 IP-302 Cytidine Multi-steps Reaction - Hydrolysis; Dephosphorylation Unclear [4]
MR003666 IP-302 Choline Unclear Unclear [4]
MR003667 Choline Phosphocholine Unclear Unclear [4]
MR003669 Choline Betaine Unclear Unclear [4]
MR003673 Choline Acetylcholine Unclear Unclear [4]
MR003663 Cytidine Cytidine triphosphate Conjugation - Phosphorylation Unclear [4]
MR003672 Cytidine Incorporation into nucleic acid Unclear Unclear [4]
MR003670 Betaine Methionine Unclear Unclear [4]
MR003664 Cytidine triphosphate Cdp-choline Unclear Unclear [4]
MR003668 Phosphocholine Cdp-choline Unclear Unclear [4]
MR003665 Cdp-choline Phosphatidylcholine Unclear Unclear [4]
MR003671 Methionine Proteins Unclear Unclear [4]
⏷ Show the Full List of 12 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
ASM-like phosphodiesterase 3a (SMPDL3A) DME0518 Homo sapiens
ASM3A_HUMAN
3.1.4.-
[2]
CDP-choline phosphohydrolase (ADPRM) DME0517 Homo sapiens
ADPRM_HUMAN
3.6.1.53
[3]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
CDP-choline phosphohydrolase (ADPRM) DME0517 Km = 0.35 microM
ADPRM_HUMAN
[3]
ASM-like phosphodiesterase 3a (SMPDL3A) DME0518 Km = 0.262 microM
ASM3A_HUMAN
[2]
References
1 ClinicalTrials.gov (NCT03181646) Role of Citicoline in Treatment of Newborns With Hypoxic Ischemic Encephalopathy.
2 The structure and catalytic mechanism of human sphingomyelin phosphodiesterase like 3a--an acid sphingomyelinase homologue with a novel nucleotide hydrolase activity. FEBS J. 2016 Mar;283(6):1107-23.
3 Molecular bases of catalysis and ADP-ribose preference of human Mn2+-dependent ADP-ribose/CDP-alcohol diphosphatase and conversion by mutagenesis to a preferential cyclic ADP-ribose phosphohydrolase. PLoS One. 2015 Feb 18;10(2):e0118680.
4 Metabolism and actions of CDP-choline as an endogenous compound and administered exogenously as citicoline

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.