Details of the Drug

General Information of Drug (ID: DMT4K0Z)

Drug Name
L-citrulline
Synonyms
L-citrulline; citrulline; 372-75-8; H-cit-oh; delta-Ureidonorvaline; Sitrulline; N5-Carbamoyl-L-ornithine; L-Cytrulline; L(+)-citrulline; N5-(Aminocarbonyl)ornithine; N(delta)-Carbamylornithine; Citrulline, L-; alpha-Amino-delta-ureidovaleric acid; (S)-2-Amino-5-ureidopentanoic acid; N5-carbamoylornithine; d-ureidonorvaline; Ornithine, N5-(aminocarbonyl)-; L-2-Amino-5-ureidovaleric acid; L-Ornithine, N5-(aminocarbonyl)-; L-(+)-Citrulline; 2-Amino-5-ureidovaleric acid; L-citrullin; (2S)-2-amino-5-(carbamoylamino)pentanoic acid
Indication
Disease Entry ICD 11 Status REF
Acute lung injury NB32.3 Phase 3 [1]
Affected Organisms
Humans and other mammals
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 175.19
Logarithm of the Partition Coefficient (xlogp) -4.3
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C6H13N3O3
IUPAC Name
(2S)-2-amino-5-(carbamoylamino)pentanoic acid
Canonical SMILES
C(C[C@@H](C(=O)O)N)CNC(=O)N
InChI
InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
InChIKey
RHGKLRLOHDJJDR-BYPYZUCNSA-N
Cross-matching ID
PubChem CID
9750
ChEBI ID
CHEMBL16349
CAS Number
372-75-8
UNII
29VT07BGDA
DrugBank ID
DB00155
TTD ID
D01XPY
VARIDT ID
DR00725
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Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
G-protein coupled receptor GPCR33 (GPRC6A) TTI1PRE GPC6A_HUMAN Agonist [2]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Glycoprotein-associated amino acid transporter b0, +AT1 (SLC7A9) DTP7AEQ BAT1_HUMAN Substrate [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 ClinicalTrials.gov (NCT02891837) L-citrulline for Prevention of Sequelae of Acute Lung Injury in Pediatrics Undergoing Cardiopulmonary Bypass for Heart Defects. U.S. National Institutes of Health.
2 Deorphanization of GPRC6A: a promiscuous L-alpha-amino acid receptor with preference for basic amino acids. Mol Pharmacol. 2005 Mar;67(3):589-97.
3 Transport characteristics of L-citrulline in renal apical membrane of proximal tubular cells. Biopharm Drug Dispos. 2009 Apr;30(3):126-37.