(2R,6R,11R)-3-((S)-2-Hydroxy-2-phenylethyl)-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methanobenzo[d]azocin-8-ol

ID: ALA4079574

Chembl Id: CHEMBL4079574

PubChem CID: 132609310

Max Phase: Preclinical

Molecular Formula: C22H27NO2

Molecular Weight: 337.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H]2Cc3ccc(O)cc3[C@]1(C)CCN2C[C@@H](O)c1ccccc1

Standard InChI:  InChI=1S/C22H27NO2/c1-15-20-12-17-8-9-18(24)13-19(17)22(15,2)10-11-23(20)14-21(25)16-6-4-3-5-7-16/h3-9,13,15,20-21,24-25H,10-12,14H2,1-2H3/t15-,20+,21+,22+/m0/s1

Standard InChI Key:  FYDXCISEJYSSCH-NRVXSKMLSA-N

Alternative Forms

1. Parent:

   

   ALA4079574

   ---

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: 337.46

Molecular Weight (Monoisotopic): 337.2042

AlogP: 3.65

#Rotatable Bonds: 3

Polar Surface Area: 43.70

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.54

CX Basic pKa: 9.76

CX LogP: 3.49

CX LogD: 1.44

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: 1.01

References

1. Pasquinucci L, Turnaturi R, Prezzavento O, Arena E, Aricò G, Georgoussi Z, Parenti R, Cantarella G, Parenti C..  (2017)  Development of novel LP1-based analogues with enhanced delta opioid receptor profile.,  25  (17): [PMID:28734666] [10.1016/j.bmc.2017.07.021]

2. Pasquinucci L, Turnaturi R, Calò G, Pappalardo F, Ferrari F, Russo G, Arena E, Montenegro L, Chiechio S, Prezzavento O, Parenti C..  (2019)  (2S)-N-2-methoxy-2-phenylethyl-6,7-benzomorphan compound (2S-LP2): Discovery of a biased mu/delta opioid receptor agonist.,  168  [PMID:30822708] [10.1016/j.ejmech.2019.02.043]

Source

Source(1):

• Scientific Literature