fluoro-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenyl]phosphinic acid

ID: ALA4878523

PubChem CID: 164629208

Max Phase: Preclinical

Molecular Formula: C20H34FO2P

Molecular Weight: 356.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCP(=O)(O)F

Standard InChI:  InChI=1S/C20H34FO2P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24(21,22)23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-20H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-15-

Standard InChI Key:  SSHNISHEMOJODV-DOFZRALJSA-N

Molfile:  

 
     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
    6.1620   -6.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8697   -6.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -6.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7465   -6.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0388   -6.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5774   -6.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2851   -6.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2851   -5.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9928   -4.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9928   -4.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2851   -3.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2851   -2.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5774   -2.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8697   -2.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1620   -2.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -2.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -3.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7465   -4.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0388   -3.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311   -4.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234   -3.6031    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9157   -4.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234   -2.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4062   -4.3914    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878523

   ---

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: 356.46

Molecular Weight (Monoisotopic): 356.2280

AlogP: 7.29

#Rotatable Bonds: 15

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.03

CX Basic pKa: ┄

CX LogP: 6.28

CX LogD: 3.97

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.19

Np Likeness Score: 0.81

References

1. Parsons WH, Rutland NT, Crainic JA, Cardozo JM, Chow AS, Andrews CL, Sheehan BK..  (2021)  Development of succinimide-based inhibitors for the mitochondrial rhomboid protease PARL.,  49  [PMID:34311087] [10.1016/j.bmcl.2021.128290]

Source

Source(1):

• Scientific Literature