ID: ALA3400972

Max Phase: Approved

First Approval: 2019

Molecular Formula: C9H10FNO4

Molecular Weight: 215.18

Molecule Type: Small molecule

Representations

Synonyms (8): 18f | 18f-dopa | 18f-fluoro-dihydroxyphenylalanine | 18f-l-fluoro-dopa | Fdopa f-18 | Fluorodopa (18f) | Fluorodopa f 18 | L-6-(18f)fluoro-dopa
Synonyms from Alternative Forms(8):

Trade Names(1): Fluorodopa f18

Canonical SMILES:  N[C@@H](Cc1cc(O)c(O)cc1[18F])C(=O)O

Standard InChI:  InChI=1S/C9H10FNO4/c10-5-3-8(13)7(12)2-4(5)1-6(11)9(14)15/h2-3,6,12-13H,1,11H2,(H,14,15)/t6-/m0/s1/i10-1

Standard InChI Key:  PAXWQORCRCBOCU-RPDRGXCHSA-N

Molecule Features

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

Properties

Molecular Weight: 215.18

Molecular Weight (Monoisotopic): 215.0594

AlogP: 0.19

#Rotatable Bonds: 3

Polar Surface Area: 103.78

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.32

CX Basic pKa: 9.40

CX LogP: -1.65

CX LogD: -1.69

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.54

Np Likeness Score: 0.48

References

1. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

2. Kanazawa M, Ohba H, Iwazaki A, Kakiuchi T, Tsukada H..  (2015)  Synthesis of 6-[(11)C]methyl-m-tyrosine ([(11)C]6MemTyr) for dopamine synthesis imaging in living brain using PET.,  23  (4): [PMID:25596169] [10.1016/j.bmc.2014.12.061]

3. WHO Anatomical Therapeutic Chemical Classification, 

4. Unpublished dataset, 

5. Unpublished dataset, 

Source

Source(5):

• Scientific Literature
• Clinical Candidates
• FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book)
• USP Dictionary of USAN and International Drug Names
• WHO Anatomical Therapeutic Chemical Classification