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Compounds
ALA323657

8-Bromo-6,11-dihydro-thieno[3',2':2,3]azepino[4,5-b]indol-5(4H)-one

ID: ALA323657

Chembl Id: CHEMBL323657

Cas Number: 252894-20-5

PubChem CID: 6538761

Max Phase: Preclinical

Molecular Formula: C14H9BrN2OS

Molecular Weight: 333.21

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=C1Cc2c([nH]c3ccc(Br)cc23)-c2sccc2N1

Standard InChI: InChI=1S/C14H9BrN2OS/c15-7-1-2-10-8(5-7)9-6-12(18)16-11-3-4-19-14(11)13(9)17-10/h1-5,17H,6H2,(H,16,18)

Standard InChI Key: XLKHCIUFNPNLIE-UHFFFAOYSA-N

Alternative Forms

Parent:

ALA323657
8-Bromo-6,11-dihydro-thieno[3,2:2,3]azepino[4,5-b]indol-5(4H)-one

Associated Targets(Human)

CDK1 Tchem Cyclin-dependent kinase 1/cyclin B (899 Activities)

Discover Target: CDK1

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

CDK5 Tchem Cyclin-dependent kinase 5/CDK5 activator 1 (3697 Activities)

Discover Target: CDK5

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

GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

Discover Target: GSK3B

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

CDK1 Tchem Cyclin-dependent kinase 1/cyclin B1 (1887 Activities)

Discover Target: CDK1

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

Associated Targets(non-human)

Gsk3b Glycogen synthase kinase-3 beta (53 Activities)

Discover Target: Gsk3b

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: 333.21	Molecular Weight (Monoisotopic): 331.9619	AlogP: 4.15	#Rotatable Bonds: ┄
Polar Surface Area: 44.89	Molecular Species: NEUTRAL	HBA: 2	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 3	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 12.19	CX Basic pKa: ┄	CX LogP: 3.28	CX LogD: 3.28
Aromatic Rings: 3	Heavy Atoms: 19	QED Weighted: 0.64	Np Likeness Score: -0.56

References

1. Kunick C, Lauenroth K, Wieking K, Xie X, Schultz C, Gussio R, Zaharevitz D, Leost M, Meijer L, Weber A, Jørgensen FS, Lemcke T.. (2004) Evaluation and comparison of 3D-QSAR CoMSIA models for CDK1, CDK5, and GSK-3 inhibition by paullones., 47 (1): [PMID:14695817] [10.1021/jm0308904]
2. Kunick C, Lauenroth K, Leost M, Meijer L, Lemcke T.. (2004) 1-Azakenpaullone is a selective inhibitor of glycogen synthase kinase-3 beta., 14 (2): [PMID:14698171] [10.1016/j.bmcl.2003.10.062]
3. Singh AK, Raj V, Saha S.. (2017) Indole-fused azepines and analogues as anticancer lead molecules: Privileged findings and future directions., 142 [PMID:28803677] [10.1016/j.ejmech.2017.07.042]
4. Akunuri R, Vadakattu M, Bujji S, Veerareddy V, Madhavi YV, Nanduri S.. (2021) Fused-azepinones: Emerging scaffolds of medicinal importance., 220 [PMID:33901899] [10.1016/j.ejmech.2021.113445]

Source

Source(1):

Scientific Literature