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Compounds
ALA148860

(1R,3R,5S)-3-Benzo[b]thiophen-3-yl-8-((S)-8-methoxy-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl)-8-aza-bicyclo[3.2.1]octan-3-ol

ID: ALA148860

Chembl Id: CHEMBL148860

PubChem CID: 44365679

Max Phase: Preclinical

Molecular Formula: C25H27NO4S

Molecular Weight: 437.56

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1cccc2c1O[C@@H](CN1[C@@H]3CC[C@H]1C[C@](O)(c1csc4ccccc14)C3)CO2

Standard InChI: InChI=1S/C25H27NO4S/c1-28-21-6-4-7-22-24(21)30-18(14-29-22)13-26-16-9-10-17(26)12-25(27,11-16)20-15-31-23-8-3-2-5-19(20)23/h2-8,15-18,27H,9-14H2,1H3/t16-,17+,18-,25+/m0/s1

Standard InChI Key: WHNFSMFOYMLNKR-BGWODGLRSA-N

Alternative Forms

Parent:

ALA148860
(1R,3R,5S)-3-Benzo[b]thiophen-3-yl-8-((S)-8-methoxy-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl)-8-aza-bicyclo[3.2.1]octan-3-ol

Associated Targets(Human)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

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

Associated Targets(non-human)

Slc6a4 Serotonin transporter (6087 Activities)

Discover Target: Slc6a4

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

Adra1b Adrenergic receptor alpha-1 (5652 Activities)

Discover Target: Adra1b

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: 437.56	Molecular Weight (Monoisotopic): 437.1661	AlogP: 4.56	#Rotatable Bonds: 4
Polar Surface Area: 51.16	Molecular Species: NEUTRAL	HBA: 6	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 13.86	CX Basic pKa: 8.17	CX LogP: 3.77	CX LogD: 2.93
Aromatic Rings: 3	Heavy Atoms: 31	QED Weighted: 0.65	Np Likeness Score: -0.15

References

1. Gilbert AM, Stack GP, Nilakantan R, Kodah J, Tran M, Scerni R, Shi X, Smith DL, Andree TH.. (2004) Modulation of selective serotonin reuptake inhibitor and 5-HT1A antagonist activity in 8-aza-bicyclo[3.2.1]octane derivatives of 2,3-dihydro-1,4-benzodioxane., 14 (2): [PMID:14698193] [10.1016/j.bmcl.2003.10.024]
2. Bolchi C, Bavo F, Appiani R, Roda G, Pallavicini M.. (2020) 1,4-Benzodioxane, an evergreen, versatile scaffold in medicinal chemistry: A review of its recent applications in drug design., 200 [PMID:32502862] [10.1016/j.ejmech.2020.112419]

Source

Source(1):

Scientific Literature