Emixustat

ID: ALA4795596

PubChem CID: 58027659

Max Phase: Preclinical

Molecular Formula: C16H25NO2

Molecular Weight: 263.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCC[C@H](O)c1cccc(OCC2CCCCC2)c1

Standard InChI:  InChI=1S/C16H25NO2/c17-10-9-16(18)14-7-4-8-15(11-14)19-12-13-5-2-1-3-6-13/h4,7-8,11,13,16,18H,1-3,5-6,9-10,12,17H2/t16-/m0/s1

Standard InChI Key:  WJIGGYYSZBWCGC-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   17.8984  -12.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8972  -13.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6053  -13.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3149  -13.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3121  -12.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6035  -12.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0183  -12.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7275  -12.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4337  -12.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1429  -12.5779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0152  -11.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6051  -14.6378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8973  -15.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8971  -15.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1913  -16.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1892  -17.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8950  -17.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6046  -17.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6084  -16.2711    0.0000 C   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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  1
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795596

   (1s)-3-Amino-1-[3-(Cyclohexylmethoxy)phenyl]propan-1-Ol

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: 263.38

Molecular Weight (Monoisotopic): 263.1885

AlogP: 3.03

#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: 2.49

CX LogD: 0.28

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: -0.18

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]

Source

Source(1):

• Scientific Literature