(2S,3R)-2-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylamino)octadec-5-ene-1,3-diol

ID: ALA486485

Chembl Id: CHEMBL486485

PubChem CID: 44583047

Max Phase: Preclinical

Molecular Formula: C26H46N2O4

Molecular Weight: 450.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCC/C=C/C[C@@H](O)[C@H](CO)NCc1c(CO)cnc(C)c1O

Standard InChI:  InChI=1S/C26H46N2O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25(31)24(20-30)28-18-23-22(19-29)17-27-21(2)26(23)32/h14-15,17,24-25,28-32H,3-13,16,18-20H2,1-2H3/b15-14+/t24-,25+/m0/s1

Standard InChI Key:  DVXZNLNDQNAWRX-HGMGIVORSA-N

Alternative Forms

1. Parent:

   

   ALA486485

   (E,2S,3R)-2-[[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methylamino]octadec-5-ene-1,3-diol

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: 450.66

Molecular Weight (Monoisotopic): 450.3458

AlogP: 4.66

#Rotatable Bonds: 19

Polar Surface Area: 105.84

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.09

CX Basic pKa: 8.61

CX LogP: 3.74

CX LogD: 3.35

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.16

Np Likeness Score: 0.94

References

1. Bagdanoff JT, Donoviel MS, Nouraldeen A, Tarver J, Fu Q, Carlsen M, Jessop TC, Zhang H, Hazelwood J, Nguyen H, Baugh SD, Gardyan M, Terranova KM, Barbosa J, Yan J, Bednarz M, Layek S, Courtney LF, Taylor J, Digeorge-Foushee AM, Gopinathan S, Bruce D, Smith T, Moran L, O'Neill E, Kramer J, Lai Z, Kimball SD, Liu Q, Sun W, Yu S, Swaffield J, Wilson A, Main A, Carson KG, Oravecz T, Augeri DJ..  (2009)  Inhibition of sphingosine-1-phosphate lyase for the treatment of autoimmune disorders.,  52  (13): [PMID:19489538] [10.1021/jm900278w]

Source

Source(1):

• Scientific Literature