(2S)-2-N-(tetradecylamino)-1-phenyl-3-propanol hydrochloride

ID: ALA273022

PubChem CID: 49797463

Max Phase: Preclinical

Molecular Formula: C23H42ClNO

Molecular Weight: 347.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCN[C@@H](CO)Cc1ccccc1.Cl

Standard InChI:  InChI=1S/C23H41NO.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-16-19-24-23(21-25)20-22-17-14-13-15-18-22;/h13-15,17-18,23-25H,2-12,16,19-21H2,1H3;1H/t23-;/m1./s1

Standard InChI Key:  UKILXGXAVPVYAA-GNAFDRTKSA-N

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
   -1.6633   -7.8081    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5802   -7.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5819   -7.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8651   -8.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543   -7.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -7.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679   -6.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447   -6.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262   -7.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0123   -6.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215   -7.8497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071   -8.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026   -7.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170   -8.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -8.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5592   -7.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2735   -8.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9874   -7.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976   -8.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4115   -7.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1300   -8.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8439   -7.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5541   -8.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2680   -7.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979   -7.0161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  6
 11 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
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
  2  3  2  0
 10 26  1  0
M  END

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: 347.59

Molecular Weight (Monoisotopic): 347.3188

AlogP: 5.88

#Rotatable Bonds: 17

Polar Surface Area: 32.26

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.86

CX LogP: 6.96

CX LogD: 4.57

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.34

Np Likeness Score: 0.12

References

1. Szulc ZM, Mayroo N, Bai A, Bielawski J, Liu X, Norris JS, Hannun YA, Bielawska A..  (2008)  Novel analogs of D-e-MAPP and B13. Part 1: synthesis and evaluation as potential anticancer agents.,  16  (2): [PMID:17869115] [10.1016/j.bmc.2007.08.033]

Source

Source(1):

• Scientific Literature