ID: ALA254468
Max Phase: Approved
First Approval: 2016
Molecular Formula: C5H8FNO2
Molecular Weight: 133.12
Molecule Type: Small molecule
Associated Items:
Synonyms (11): (18f)facbc | (18f)ge-148 | Facbc f-18 | Fluciclovine (18f) | Fluciclovine f18 | FACBC | GE-148 | GE-148 (18F) | GE-148 F-18 | NMK-36 | NMK36
Synonyms from Alternative Forms(11):
Canonical SMILES: N[C@]1(C(=O)O)C[C@@H]([18F])C1
Standard InChI: InChI=1S/C5H8FNO2/c6-3-1-5(7,2-3)4(8)9/h3H,1-2,7H2,(H,8,9)/t3-,5-/i6-1
Standard InChI Key: NTEDWGYJNHZKQW-DGMDOPGDSA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: Yes |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: Yes | Availability: Yes | Prodrug: No |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 133.12 | Molecular Weight (Monoisotopic): 133.0539 | AlogP: -0.10 | #Rotatable Bonds: 1 |
| Polar Surface Area: 63.32 | Molecular Species: ZWITTERION | HBA: 2 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 3 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 2.07 | CX Basic pKa: 9.42 | CX LogP: -2.91 | CX LogD: -2.92 |
| Aromatic Rings: 0 | Heavy Atoms: 9 | QED Weighted: 0.52 | Np Likeness Score: 0.62 |
| 1. Yu W, Williams L, Malveaux E, Camp VM, Olson JJ, Goodman MM.. (2008) Synthesis and evaluation of [123I] labeled iodovinyl amino acids syn-, anti-1-amino-3-[2-iodoethenyl]-cyclobutane-1-carboxylic acid, and 1-amino-3-iodomethylene-cyclobutane-1-carboxylic acid as potential SPECT brain tumor imaging agents., 18 (4): [PMID:18258425] [10.1016/j.bmcl.2008.01.035] |
| 2. Yu W, Williams L, Camp VM, Malveaux E, Olson JJ, Goodman MM.. (2009) Stereoselective synthesis and biological evaluation of syn-1-amino-3-[18F]fluorocyclobutyl-1-carboxylic acid as a potential positron emission tomography brain tumor imaging agent., 17 (5): [PMID:19216081] [10.1016/j.bmc.2009.01.032] |
| 3. Yu W, McConathy J, Williams L, Camp VM, Malveaux EJ, Zhang Z, Olson JJ, Goodman MM.. (2010) Synthesis, radiolabeling, and biological evaluation of (R)- and (S)-2-amino-3-[(18)F]fluoro-2-methylpropanoic acid (FAMP) and (R)- and (S)-3-[(18)F]fluoro-2-methyl-2-N-(methylamino)propanoic acid (NMeFAMP) as potential PET radioligands for imaging brain tumors., 53 (2): [PMID:20028004] [10.1021/jm900556s] |
| 4. Yu W, Williams L, Camp VM, Olson JJ, Goodman MM.. (2010) Synthesis and biological evaluation of anti-1-amino-2-[18F]fluoro-cyclobutyl-1-carboxylic acid (anti-2-[18F]FACBC) in rat 9L gliosarcoma., 20 (7): [PMID:20207538] [10.1016/j.bmcl.2010.02.048] |
| 5. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, |
| 6. Unpublished dataset, |
| 7. WHO Anatomical Therapeutic Chemical Classification, |
| 8. Unpublished dataset, |
| 9. European Medicines Agency, |
Source(6):
