(+/-)-(Z)-1-amino-2-fluoro-2-(phosphonomethyl)cyclopropane-1-carboxylic acid

ID: ALA3427499

Chembl Id: CHEMBL3427499

PubChem CID: 57519364

Max Phase: Preclinical

Molecular Formula: C5H9FNO5P

Molecular Weight: 213.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC1(C(=O)O)CC1(F)CP(=O)(O)O

Standard InChI:  InChI=1S/C5H9FNO5P/c6-4(2-13(10,11)12)1-5(4,7)3(8)9/h1-2,7H2,(H,8,9)(H2,10,11,12)

Standard InChI Key:  VHMPIZVLCHCGBT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3427499

   1-Amino-2-fluoro-2-(phosphonomethyl)cyclopropane-1-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 213.10

Molecular Weight (Monoisotopic): 213.0202

AlogP: -0.94

#Rotatable Bonds: 3

Polar Surface Area: 120.85

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.53

CX Basic pKa: 7.92

CX LogP: -4.06

CX LogD: -7.39

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.45

Np Likeness Score: 0.61

References

1. Ivashkin P, Lemonnier G, Tora AS, Pin JP, Goudet C, Jubault P, Pannecoucke X..  (2015)  Synthesis and studies on the mGluR agonist activity of FAP4 stereoisomers.,  25  (12): [PMID:25958247] [10.1016/j.bmcl.2015.04.043]

2. Ivashkin P, Lemonnier G, Tora AS, Pin JP, Goudet C, Jubault P, Pannecoucke X..  (2015)  Synthesis and studies on the mGluR agonist activity of FAP4 stereoisomers.,  25  (12): [PMID:25958247] [10.1016/j.bmcl.2015.04.043]

3. Ivashkin P, Lemonnier G, Tora AS, Pin JP, Goudet C, Jubault P, Pannecoucke X..  (2015)  Synthesis and studies on the mGluR agonist activity of FAP4 stereoisomers.,  25  (12): [PMID:25958247] [10.1016/j.bmcl.2015.04.043]

4. Ivashkin P, Lemonnier G, Tora AS, Pin JP, Goudet C, Jubault P, Pannecoucke X..  (2015)  Synthesis and studies on the mGluR agonist activity of FAP4 stereoisomers.,  25  (12): [PMID:25958247] [10.1016/j.bmcl.2015.04.043]

5. Ivashkin P, Lemonnier G, Tora AS, Pin JP, Goudet C, Jubault P, Pannecoucke X..  (2015)  Synthesis and studies on the mGluR agonist activity of FAP4 stereoisomers.,  25  (12): [PMID:25958247] [10.1016/j.bmcl.2015.04.043]

6. Ivashkin P, Lemonnier G, Tora AS, Pin JP, Goudet C, Jubault P, Pannecoucke X..  (2015)  Synthesis and studies on the mGluR agonist activity of FAP4 stereoisomers.,  25  (12): [PMID:25958247] [10.1016/j.bmcl.2015.04.043]

Source

Source(1):

• Scientific Literature