ID: ALA4102093

Max Phase: Preclinical

Molecular Formula: C23H29NO2

Molecular Weight: 351.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(CN1CC[C@@]2(C)c3cc(O)ccc3C[C@@H]1[C@@H]2C)c1ccccc1

Standard InChI:  InChI=1S/C23H29NO2/c1-16-21-13-18-9-10-19(25)14-20(18)23(16,2)11-12-24(21)15-22(26-3)17-7-5-4-6-8-17/h4-10,14,16,21-22,25H,11-13,15H2,1-3H3/t16-,21+,22?,23+/m0/s1

Standard InChI Key:  CYJVECUASMVXNS-FCSVXRKUSA-N

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

Properties

Molecular Weight: 351.49

Molecular Weight (Monoisotopic): 351.2198

AlogP: 4.30

#Rotatable Bonds: 4

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.27

CX Basic pKa: 8.00

CX LogP: 4.66

CX LogD: 3.96

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.89

Np Likeness Score: 1.12

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