Drug Information

Drug ID:  NPD9014
Drug Name:  L-Citrulline
Molecular Formula:  C6H13N3O3
Canonical SMILES:  OC(=N)NCCC[C@@H](C(=O)O)N
Standard 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"
Standard InCHIKey:  RHGKLRLOHDJJDR-BYPYZUCNSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD9014

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 1.0 NPC118429
High Similarity 1.0 NPC120635
Intermediate Similarity 0.8485 NPC53738
Intermediate Similarity 0.7714 NPC327985
Intermediate Similarity 0.7059 NPC226453
Intermediate Similarity 0.7059 NPC103130
Intermediate Similarity 0.7059 NPC211895
Intermediate Similarity 0.7059 NPC611844
Remote Similarity 0.6923 NPC108358
Remote Similarity 0.6923 NPC331434
Remote Similarity 0.6923 NPC602198
Remote Similarity 0.6486 NPC38059
Remote Similarity 0.6486 NPC608429
Remote Similarity 0.6316 NPC478501
Remote Similarity 0.6316 NPC133183
Remote Similarity 0.6316 NPC603044
Remote Similarity 0.6316 NPC611659
Remote Similarity 0.6129 NPC282102
Remote Similarity 0.6129 NPC292996
Remote Similarity 0.6061 NPC10915
Remote Similarity 0.6061 NPC36484
Remote Similarity 0.5789 NPC278881
Remote Similarity 0.5641 NPC478850
Remote Similarity 0.5641 NPC609636
Remote Similarity 0.55 NPC142284
Remote Similarity 0.5333 NPC588316
Remote Similarity 0.5294 NPC112889
Remote Similarity 0.5294 NPC190184
Remote Similarity 0.5294 NPC197087
Remote Similarity 0.5278 NPC202525
Remote Similarity 0.5217 NPC479618
Remote Similarity 0.5217 NPC603984

Drug Structure

External Identifiers

TTD  
DrugBank   DB00155
ChEMBL   CHEMBL444814
IUPHAR/BPS  
PharmaGKB   PA164747225
KEGG Drug  
PubChem CID   0
ChEBI   16349
CAS Number  372-75-8

Drug Properties

Molecular Weight  175.1
ALogP  -1.7857
MLogP  1.46
XLogP  -2.513
HDA  6
HBD  5
Rotatable Bonds  9
TPSA  119.43
RO5 Violation  0