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(2'Z)-5'-carboxymethyl-indirubin

ID: ALA2321967

Chembl Id: CHEMBL2321967

PubChem CID: 136238979

Max Phase: Preclinical

Molecular Formula: C18H12N2O4

Molecular Weight: 320.30

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COC(=O)c1ccc2c(c1)C(=O)/C(=C1/C(=O)Nc3ccccc31)N2

Standard InChI: InChI=1S/C18H12N2O4/c1-24-18(23)9-6-7-13-11(8-9)16(21)15(19-13)14-10-4-2-3-5-12(10)20-17(14)22/h2-8,19H,1H3,(H,20,22)/b15-14-

Standard InChI Key: GXMHPKLQRZFIBA-PFONDFGASA-N

DYRK2 Tchem Dual-specificity tyrosine-phosphorylation regulated kinase 2 (2095 Activities)

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

CDK5 Tchem Cyclin-dependent kinase 5 (3021 Activities)

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

Dyrk1a Dual specificity tyrosine-phosphorylation-regulated kinase 1A (1629 Activities)

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

CSNK1A1 Casein kinase I isoform alpha (80 Activities)

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

GSK3-beta Glycogen synthase kinase 3 beta (55 Activities)

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

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

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

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

Molecular Weight: 320.30	Molecular Weight (Monoisotopic): 320.0797	AlogP: 2.44	#Rotatable Bonds: 1
Polar Surface Area: 84.50	Molecular Species: NEUTRAL	HBA: 5	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 10.73	CX Basic pKa: ┄	CX LogP: 2.44	CX LogD: 2.44
Aromatic Rings: 2	Heavy Atoms: 24	QED Weighted: 0.62	Np Likeness Score: 0.16

1. Myrianthopoulos V, Kritsanida M, Gaboriaud-Kolar N, Magiatis P, Ferandin Y, Durieu E, Lozach O, Cappel D, Soundararajan M, Filippakopoulos P, Sherman W, Knapp S, Meijer L, Mikros E, Skaltsounis AL.. (2013) Novel Inverse Binding Mode of Indirubin Derivatives Yields Improved Selectivity for DYRK Kinases., 4 (1): [PMID:23336033] [10.1021/ml300207a]

Source(1):