3-amino-1-(3-fluoro-5-((2,6,6-trimethylcyclohex-1-enyl)methoxy)phenyl)propan-1-ol

ID: ALA5086566

PubChem CID: 164603669

Max Phase: Preclinical

Molecular Formula: C19H28FNO2

Molecular Weight: 321.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(COc2cc(F)cc(C(O)CCN)c2)C(C)(C)CCC1

Standard InChI:  InChI=1S/C19H28FNO2/c1-13-5-4-7-19(2,3)17(13)12-23-16-10-14(9-15(20)11-16)18(22)6-8-21/h9-11,18,22H,4-8,12,21H2,1-3H3

Standard InChI Key:  ZYRYMRYHINSDHF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.8916   -2.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3083   -3.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206   -2.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1693   -2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1681   -3.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8829   -4.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5993   -3.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5964   -2.8171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8811   -2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -4.0600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7392   -3.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244   -4.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0237   -4.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090   -5.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956   -4.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3144   -4.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3157   -4.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0282   -3.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7433   -4.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4571   -3.6431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948   -4.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7379   -5.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786   -1.5829    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12  2  1  0
 12 13  2  0
 13 14  1  0
 14 21  1  0
  2 15  1  0
  7 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 15 21  1  0
 13 22  1  0
  9 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5086566

   ---

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: 321.44

Molecular Weight (Monoisotopic): 321.2104

AlogP: 4.11

#Rotatable Bonds: 6

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: 3.13

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: 0.60

References

1. Blum E, Zhang J, Zaluski J, Einstein DE, Korshin EE, Kubas A, Gruzman A, Tochtrop GP, Kiser PD, Palczewski K..  (2021)  Rational Alteration of Pharmacokinetics of Chiral Fluorinated and Deuterated Derivatives of Emixustat for Retinal Therapy.,  64  (12.0): [PMID:34081480] [10.1021/acs.jmedchem.1c00279]

Source

Source(1):

• Scientific Literature