((R/S)-3-amino-1-(3-((5-fluoro-2-(3-fluoropropyl)pentyl)oxy)phenyl)propan-1-ol

ID: ALA4795212

PubChem CID: 162673434

Max Phase: Preclinical

Molecular Formula: C17H27F2NO2

Molecular Weight: 315.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCC(O)c1cccc(OCC(CCCF)CCCF)c1

Standard InChI:  InChI=1S/C17H27F2NO2/c18-9-2-4-14(5-3-10-19)13-22-16-7-1-6-15(12-16)17(21)8-11-20/h1,6-7,12,14,17,21H,2-5,8-11,13,20H2

Standard InChI Key:  ZKTXKSDQFFNSOB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   31.4068   -3.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4056   -4.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1137   -4.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8234   -4.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8205   -3.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1119   -3.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5317   -4.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2388   -4.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9471   -4.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6542   -4.3227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5330   -5.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6976   -4.7357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9902   -4.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2822   -4.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5748   -4.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8668   -4.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1594   -4.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4514   -4.7323    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.2816   -5.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5735   -5.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8661   -5.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1581   -5.9587    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795212

   ---

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: 315.40

Molecular Weight (Monoisotopic): 315.2010

AlogP: 3.56

#Rotatable Bonds: 12

Polar Surface Area: 55.48

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.67

CX LogP: 2.30

CX LogD: 0.10

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: 0.13

References

1. Blum E,Zhang J,Korshin E,Palczewski K,Gruzman A.  (2020)  Development of chiral fluorinated alkyl derivatives of emixustat as drug candidates for the treatment of retinal degenerative diseases.,  30  (18.0): [PMID:32717613] [10.1016/j.bmcl.2020.127421]

2. Blum E,Zhang J,Korshin E,Palczewski K,Gruzman A.  (2020)  Development of chiral fluorinated alkyl derivatives of emixustat as drug candidates for the treatment of retinal degenerative diseases.,  30  (18.0): [PMID:32717613] [10.1016/j.bmcl.2020.127421]

Source

Source(1):

• Scientific Literature