Fluoro[(2S)-3-{[(9Z)-hexadec-9-enoyl]oxy}-2-methoxypropyl]propanedioic acid

ID: ALA4648374

PubChem CID: 156020178

Max Phase: Preclinical

Molecular Formula: C23H39FO7

Molecular Weight: 446.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CC(F)(C(=O)O)C(=O)O)OC

Standard InChI:  InChI=1S/C23H39FO7/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(25)31-18-19(30-2)17-23(24,21(26)27)22(28)29/h8-9,19H,3-7,10-18H2,1-2H3,(H,26,27)(H,28,29)/b9-8-/t19-/m0/s1

Standard InChI Key:  LVBNGOSRIOTEDK-QWUACUGRSA-N

Molfile:  

 
     RDKit          2D

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   29.0778  -17.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.5014  -17.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2085  -16.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9210  -17.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   22.6960  -18.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.0442  -16.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7518  -17.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4596  -16.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1672  -17.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4598  -15.9341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7516  -17.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0437  -18.3853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4592  -18.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7471  -16.3397    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.3362  -17.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6283  -18.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 19  1  0
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 20 30  1  6
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4648374

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 446.56

Molecular Weight (Monoisotopic): 446.2680

AlogP: 5.07

#Rotatable Bonds: 20

Polar Surface Area: 110.13

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.39

CX Basic pKa: ┄

CX LogP: 5.86

CX LogD: 0.38

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.12

Np Likeness Score: 0.76

References

1. González-Gil I, Zian D, Vázquez-Villa H, Hernández-Torres G, Martínez RF, Khiar-Fernández N, Rivera R, Kihara Y, Devesa I, Mathivanan S, Del Valle CR, Zambrana-Infantes E, Puigdomenech M, Cincilla G, Sanchez-Martinez M, Rodríguez de Fonseca F, Ferrer-Montiel AV, Chun J, López-Vales R, López-Rodríguez ML, Ortega-Gutiérrez S..  (2020)  A Novel Agonist of the Type 1 Lysophosphatidic Acid Receptor (LPA₁), UCM-05194, Shows Efficacy in Neuropathic Pain Amelioration.,  63  (5): [PMID:31790581] [10.1021/acs.jmedchem.9b01287]

Source

Source(1):

• Scientific Literature