(-)-(7S,11S)-huprine H3

ID: ALA2007996

Chembl Id: CHEMBL2007996

Max Phase: Preclinical

Molecular Formula: C17H17ClN2

Molecular Weight: 284.79

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): (-)-Huprine Y

Canonical SMILES:  CC1=C[C@@H]2Cc3nc4cc(Cl)ccc4c(N)c3[C@H](C1)C2

Standard InChI:  InChI=1S/C17H17ClN2/c1-9-4-10-6-11(5-9)16-15(7-10)20-14-8-12(18)2-3-13(14)17(16)19/h2-4,8,10-11H,5-7H2,1H3,(H2,19,20)/t10-,11+/m0/s1

Standard InChI Key:  UKCBMHDZLYYTMI-WDEREUQCSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA2007996

   CID 6712920

2. Parent:

   

   ALA2007996

   ---

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: 284.79

Molecular Weight (Monoisotopic): 284.1080

AlogP: 4.47

#Rotatable Bonds: ┄

Polar Surface Area: 38.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.07

CX LogP: 3.67

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: 0.03

References

1. Camps P, Gómez E, Muñoz-Torrero D, Badia A, Clos MV, Curutchet C, Muñoz-Muriedas J, Luque FJ..  (2006)  Binding of 13-amidohuprines to acetylcholinesterase: exploring the ligand-induced conformational change of the gly117-gly118 peptide bond in the oxyanion hole.,  49  (23): [PMID:17154513] [10.1021/jm060945c]

2. Viayna E, Sola I, Bartolini M, De Simone A, Tapia-Rojas C, Serrano FG, Sabaté R, Juárez-Jiménez J, Pérez B, Luque FJ, Andrisano V, Clos MV, Inestrosa NC, Muñoz-Torrero D..  (2014)  Synthesis and multitarget biological profiling of a novel family of rhein derivatives as disease-modifying anti-Alzheimer agents.,  57  (6): [PMID:24568372] [10.1021/jm401824w]

3. Codony S, Pont C, Griñán-Ferré C, Di Pede-Mattatelli A, Calvó-Tusell C, Feixas F, Osuna S, Jarné-Ferrer J, Naldi M, Bartolini M, Loza MI, Brea J, Pérez B, Bartra C, Sanfeliu C, Juárez-Jiménez J, Morisseau C, Hammock BD, Pallàs M, Vázquez S, Muñoz-Torrero D..  (2022)  Discovery and In Vivo Proof of Concept of a Highly Potent Dual Inhibitor of Soluble Epoxide Hydrolase and Acetylcholinesterase for the Treatment of Alzheimer's Disease.,  65  (6.0): [PMID:35271276] [10.1021/acs.jmedchem.1c02150]

Source

Source(1):

• Scientific Literature