2-amino-2-(2-(6-octyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethyl)propane-1,3-diol

ID: ALA4750944

PubChem CID: 162652005

Max Phase: Preclinical

Molecular Formula: C23H39NO2

Molecular Weight: 361.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCC1CCc2cc(CCC(N)(CO)CO)ccc2C1

Standard InChI:  InChI=1S/C23H39NO2/c1-2-3-4-5-6-7-8-19-9-11-22-16-20(10-12-21(22)15-19)13-14-23(24,17-25)18-26/h10,12,16,19,25-26H,2-9,11,13-15,17-18,24H2,1H3

Standard InChI Key:  SQKXCOAPPIICFR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   10.8761   -7.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5942   -7.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5931   -7.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7261   -8.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7261   -9.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4395   -9.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4395   -8.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1530   -8.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1514   -9.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8637   -9.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5782   -9.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8629   -8.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2888   -8.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0451   -8.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5693   -8.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0121   -9.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2982   -9.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5843   -9.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -9.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1564   -9.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424   -9.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4037   -8.0669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3085   -6.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8750   -6.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -9.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0135   -9.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  7  1  0
  5  6  1  0
  6  9  1  0
  8  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 15  1  0
 15 12  2  0
 12  8  1  0
 13 14  1  0
 14  2  1  0
 13 15  1  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  2 22  1  0
  3 23  1  0
  1 24  1  0
 21 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4750944

   ---

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: 361.57

Molecular Weight (Monoisotopic): 361.2981

AlogP: 4.16

#Rotatable Bonds: 12

Polar Surface Area: 66.48

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.38

CX LogP: 5.29

CX LogD: 3.34

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: 0.83

References

1. Yang MG,Xiao Z,Dhar TG,Xiao HY,Gilmore JL,Marcoux D,Xie JH,McIntyre KW,Taylor TL,Borowski V,Heimrich E,Li YW,Feng J,Fernandes A,Yang Z,Balimane P,Marino AM,Cornelius G,Warrack BM,Mathur A,Wu DR,Li P,Gupta A,Pragalathan B,Shen DR,Cvijic ME,Lehman-McKeeman LD,Salter-Cid L,Barrish JC,Carter PH,Dyckman AJ.  (2016)  Asymmetric Hydroboration Approach to the Scalable Synthesis of ((1R,3S)-1-Amino-3-((R)-6-hexyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopentyl)methanol (BMS-986104) as a Potent S1P Receptor Modulator.,  59  (24.0): [PMID:28002964] [10.1021/acs.jmedchem.6b01433]

Source

Source(1):

• Scientific Literature