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Compounds
ALA289948

(2S,6R,11S)-6,11-Dimethyl-3-[2-(methyl-phenyl-amino)-ethyl]-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ol

ID: ALA289948

Chembl Id: CHEMBL289948

PubChem CID: 10784078

Max Phase: Preclinical

Molecular Formula: C23H30N2O

Molecular Weight: 350.51

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C[C@@H]1[C@@H]2Cc3ccc(O)cc3[C@]1(C)CCN2CCN(C)c1ccccc1

Standard InChI: InChI=1S/C23H30N2O/c1-17-22-15-18-9-10-20(26)16-21(18)23(17,2)11-12-25(22)14-13-24(3)19-7-5-4-6-8-19/h4-10,16-17,22,26H,11-15H2,1-3H3/t17-,22+,23-/m1/s1

Standard InChI Key: AKLDTUYECWDWIE-MQNAVGNWSA-N

Alternative Forms

Parent:

ALA289948
(1R,9S,13S)-1,13-dimethyl-10-[2-(N-methylanilino)ethyl]-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol

Associated Targets(Human)

SIGMAR1 Tclin Sigma opioid receptor (6358 Activities)

Discover Target: SIGMAR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TMEM97 Tchem Sigma intracellular receptor 2 (973 Activities)

Discover Target: TMEM97

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Oprd1 Opioid receptor (994 Activities)

Discover Target: Oprd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Oprm1 Mu opioid receptor (6060 Activities)

Discover Target: Oprm1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SIGMAR1 Sigma-1 receptor (3326 Activities)

Discover Target: SIGMAR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 350.51	Molecular Weight (Monoisotopic): 350.2358	AlogP: 4.05	#Rotatable Bonds: 4
Polar Surface Area: 26.71	Molecular Species: BASE	HBA: 3	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 3	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 10.53	CX Basic pKa: 9.75	CX LogP: 4.32	CX LogD: 2.29
Aromatic Rings: 2	Heavy Atoms: 26	QED Weighted: 0.90	Np Likeness Score: 0.58

References

1. Ronsisvalle G, Marrazzo A, Prezzavento O, Pasquinucci L, Vittorio F, Pittalà V, Pappalardo MS, Cacciaguerra S, Spampinato S.. (1998) (+)-cis-N-ethyleneamino-N-normetazocine derivatives. Novel and selective sigma ligands with antagonist properties., 41 (10): [PMID:9572883] [10.1021/jm970333f]
2. Zhuang T, Xiong J, Hao S, Du W, Liu Z, Liu B, Zhang G, Chen Y.. (2021) Bifunctional μ opioid and σ₁ receptor ligands as novel analgesics with reduced side effects., 223 [PMID:34175542] [10.1016/j.ejmech.2021.113658]
3. Turnaturi R, Montenegro L, Marrazzo A, Parenti R, Pasquinucci L, Parenti C.. (2018) Benzomorphan skeleton, a versatile scaffold for different targets: A comprehensive review., 155 [PMID:29908442] [10.1016/j.ejmech.2018.06.017]

Source

Source(1):

Scientific Literature