ID: ALA3759092

Max Phase: Preclinical

Molecular Formula: C23H28N2O2

Molecular Weight: 364.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H]1[C@H]2Cc3ccc(O)cc3[C@]1(C)CCN2CCC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C23H28N2O2/c1-16-21-14-17-8-9-19(26)15-20(17)23(16,2)11-13-25(21)12-10-22(27)24-18-6-4-3-5-7-18/h3-9,15-16,21,26H,10-14H2,1-2H3,(H,24,27)/t16-,21+,23+/m0/s1

Standard InChI Key:  VGNUFLUEYYNYCK-POCHDABASA-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: 364.49

Molecular Weight (Monoisotopic): 364.2151

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 52.57

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.46

CX Basic pKa: 9.65

CX LogP: 3.63

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.86

Np Likeness Score: 0.32

References

1. Turnaturi R, Aricò G, Ronsisvalle G, Parenti C, Pasquinucci L..  (2016)  Multitarget opioid ligands in pain relief: New players in an old game.,  108  [PMID:26656913] [10.1016/j.ejmech.2015.11.028]

2. Pasquinucci L, Turnaturi R, Aricò G, Parenti C, Pallaki P, Georgoussi Z, Ronsisvalle S..  (2016)  Evaluation of N-substituent structural variations in opioid receptor profile of LP1.,  24  (12): [PMID:27234885] [10.1016/j.bmc.2016.05.005]

3. 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]

4. Ronsisvalle S, Aricò G, Panarello F, Spadaro A, Pasquinucci L, Pappalardo MS, Parenti C, Ronsisvalle N..  (2016)  An LP1 analogue, selective MOR agonist with a peculiar pharmacological profile, used to scrutiny the ligand binding domain.,  24  (21): [PMID:27624520] [10.1016/j.bmc.2016.08.057]

5. Pasquinucci L, Parenti C, Ruiz-Cantero MC, Georgoussi Z, Pallaki P, Cobos EJ, Amata E, Marrazzo A, Prezzavento O, Arena E, Dichiara M, Salerno L, Turnaturi R..  (2020)  Novel N-Substituted Benzomorphan-Based Compounds: From MOR-Agonist/DOR-Antagonist to Biased/Unbiased MOR Agonists.,  11  (5): [PMID:32435370] [10.1021/acsmedchemlett.9b00549]

Source

Source(1):

• Scientific Literature