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]

Drug Type

Small molecular drug

Structure

3D MOL is unavailable

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

175.19

Topological Polar Surface Area (xlogp)

-4.3

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

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: CHEBI:16349
CAS Number: 372-75-8
DrugBank ID: DB00155
TTD ID: D01XPY
VARIDT ID: DR00725

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)

MIA Detail

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.
4	Molecular determinants of non-competitive antagonist binding to the mouse GPRC6A receptor. Cell Calcium. 2009 Nov-Dec;46(5-6):323-32.