(2S,3R)-2-aminododecane-1,3-diol

ID: ALA3422703

PubChem CID: 10156465

Max Phase: Preclinical

Molecular Formula: C24H43NO2

Molecular Weight: 377.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)Cc1ccc(O)cc1

Standard InChI:  InChI=1S/C24H43NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(27)23(25)20-21-16-18-22(26)19-17-21/h16-19,23-24,26-27H,2-15,20,25H2,1H3/t23-,24+/m0/s1

Standard InChI Key:  QMJQSFDECLZDKQ-BJKOFHAPSA-N

Molfile:  

     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2157   10.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    5.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5196   12.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421    3.1476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    5.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2188   11.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1274   17.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8266   16.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5227   14.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4314   19.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9149    9.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    8.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1305   18.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4746   21.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4345   20.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109    7.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8235   14.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  7  1  0
 16 14  1  0
  6 25  1  0
  1 12  2  0
  9 17  1  0
 23  5  1  6
 12  7  1  0
 24  1  1  0
 14  2  1  0
 26 10  1  0
  4 11  1  0
 23 18  1  0
  7 22  2  0
 23 19  1  0
 17 13  1  0
 25 16  1  0
 18  6  1  0
 11 26  1  0
 15 24  2  0
 13 21  1  0
 10  9  1  0
 21 20  1  0
  8  4  1  0
  2  8  1  0
 18  3  1  1
 22 15  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3422703

   4-[(2S,3R)-2-amino-3-hydroxyoctadecyl]phenol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 377.61

Molecular Weight (Monoisotopic): 377.3294

AlogP: 6.10

#Rotatable Bonds: 17

Polar Surface Area: 66.48

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.33

CX Basic pKa: 9.38

CX LogP: 6.85

CX LogD: 5.14

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.29

Np Likeness Score: 0.74

References

1. Silveira-Dorta G, Sousa IJ, Fernandes MX, Martín VS, Padrón JM..  (2015)  Synthesis and identification of unprecedented selective inhibitors of CK1ε.,  96  [PMID:25899335] [10.1016/j.ejmech.2015.03.046]

Source

Source(1):

• Scientific Literature