CP-640186   Click here for help

GtoPdb Ligand ID: 12243

Synonyms: compound 1 [PMID: 16973360] | CP 640,186 | CP640186
PDB Ligand
Compound class: Synthetic organic
Comment: CP-640186 is an acetyl-CoA carboxylase (ACC) inhibitor [3], that binds to the enzyme's carboxyltransferase (CT) domain [1]. It is active in vitro and in in vivo models [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 53.09
Molecular weight 485.62
XLogP 3.94
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C(N1CCOCC1)[C@@H]1CCCN(C1)C1CCN(CC1)C(=O)c1c2ccccc2cc2c1cccc2
Isomeric SMILES C1C[C@H](CN(C1)C1CCN(CC1)C(=O)c1c2ccccc2cc2ccccc12)C(=O)N1CCOCC1
InChI InChI=1S/C30H35N3O3/c34-29(32-16-18-36-19-17-32)24-8-5-13-33(21-24)25-11-14-31(15-12-25)30(35)28-26-9-3-1-6-22(26)20-23-7-2-4-10-27(23)28/h1-4,6-7,9-10,20,24-25H,5,8,11-19,21H2/t24-/m1/s1
InChI Key LDQKDRLEMKIYMC-XMMPIXPASA-N
References
1. Bengtsson C, Blaho S, Saitton DB, Brickmann K, Broddefalk J, Davidsson O, Drmota T, Folmer R, Hallberg K, Hallén S et al.. (2011)
Design of small molecule inhibitors of acetyl-CoA carboxylase 1 and 2 showing reduction of hepatic malonyl-CoA levels in vivo in obese Zucker rats.
Bioorg Med Chem, 19 (10): 3039-53. [PMID:21515056]
2. Chonan T, Oi T, Yamamoto D, Yashiro M, Wakasugi D, Tanaka H, Ohoka-Sugita A, Io F, Koretsune H, Hiratate A. (2009)
(4-Piperidinyl)-piperazine: a new platform for acetyl-CoA carboxylase inhibitors.
Bioorg Med Chem Lett, 19 (23): 6645-8. [PMID:19853443]
3. Clark RF, Zhang T, Xin Z, Liu G, Wang Y, Hansen TM, Wang X, Wang R, Zhang X, Frevert EU et al.. (2006)
Structure-activity relationships for a novel series of thiazolyl phenyl ether derivatives exhibiting potent and selective acetyl-CoA carboxylase 2 inhibitory activity.
Bioorg Med Chem Lett, 16 (23): 6078-81. [PMID:16973360]