6-[6-(3-Hydroxy-undeca-1,5-dienyl)-pyridin-2-yl]-hexane-1,5-diol

ID: ALA1256923

Chembl Id: CHEMBL1256923

PubChem CID: 6852392

Max Phase: Preclinical

Molecular Formula: C22H35NO3

Molecular Weight: 361.53

Molecule Type: Small molecule

Names and Identifiers

Synonyms: U-75302 | MLS000028864|SMR000058935|U-75302|(5R)-6-[6-[(1E,3S,5Z)-3-hydroxyundeca-1,5-dienyl]pyridin-2-yl]hexane-1,5-diol|Opera_ID_1762|CHEMBL1256923|BDBM79408|cid_6852392|HMS2234C08|(5R)-6-[6-[(1E,3S,5Z)-3-hydroxyundeca-1,5-dienyl]-2-pyridinyl]hexane-1,5-diol|(5R)-6-[6-[(1E,3S,5Z)-3-hydroxyundeca-1,5-dienyl]-2-pyridyl]hexane-1,5-diol|(5R)-6-[6-[(1E,3S,5Z)-3-oxidanylundeca-1,5-dienyl]pyridin-2-yl]hexane-1,5-diol|1,5-Hexanediol,6-[6-[(1E,3R,5Z)-3-hydroxy-1,5-undecadien-1-yl]-2-pyridinyl]-,(5S)-

Canonical SMILES:  CCCCC/C=C\C[C@H](O)/C=C/c1cccc(C[C@H](O)CCCCO)n1

Standard InChI:  InChI=1S/C22H35NO3/c1-2-3-4-5-6-7-13-21(25)16-15-19-11-10-12-20(23-19)18-22(26)14-8-9-17-24/h6-7,10-12,15-16,21-22,24-26H,2-5,8-9,13-14,17-18H2,1H3/b7-6-,16-15+/t21-,22+/m0/s1

Standard InChI Key:  JNBOAUIJLDEICX-DWJNXXKWSA-N

Alternative Forms

1. Parent:

   

   ALA1256923

   (5R)-6-[6-[(1E,3S,5Z)-3-hydroxyundeca-1,5-dienyl]pyridin-2-yl]hexane-1,5-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: 361.53

Molecular Weight (Monoisotopic): 361.2617

AlogP: 4.05

#Rotatable Bonds: 14

Polar Surface Area: 73.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.83

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: 1.30

References

1. Kingsbury WD, Pendrak I, Leber JD, Boehm JC, Mallet B, Sarau HM, Foley JJ, Schmidt DB, Daines RA..  (1993)  Synthesis of structural analogs of leukotriene B4 and their receptor binding activity.,  36  (22): [PMID:8230121] [10.1021/jm00074a012]

2. Yuan J, Johnson RL, Huang R, Wichterman J, Jiang H, Hayton K, Fidock DA, Wellems TE, Inglese J, Austin CP, Su XZ..  (2009)  Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.,  5  (10): [PMID:19734910] [10.1038/nchembio.215]

3. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

4. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays