ID: ALA5202202

Max Phase: Preclinical

Molecular Formula: C21H21N5O3

Molecular Weight: 391.43

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Canonical SMILES: O=C1NC(Nc2ccc(N3CCNCC3)cc2)=N/C1=C\c1ccc2c(c1)OCO2

Standard InChI: InChI=1S/C21H21N5O3/c27-20-17(11-14-1-6-18-19(12-14)29-13-28-18)24-21(25-20)23-15-2-4-16(5-3-15)26-9-7-22-8-10-26/h1-6,11-12,22H,7-10,13H2,(H2,23,24,25,27)/b17-11-

Standard InChI Key: JBFOGRDEYAYPMV-BOPFTXTBSA-N

Associated Targets(Human)

Dual-specificity tyrosine-phosphorylation regulated kinase 1A 6484 Activities

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

Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2654 Activities

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

Dual-specificity tyrosine-phosphorylation regulated kinase 2 2095 Activities

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

Dual-specificity tyrosine-phosphorylation regulated kinase 3 1018 Activities

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

Serine/threonine-protein kinase PIM1 9629 Activities

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

Casein kinase 2 358 Activities

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

Cannabinoid CB1 receptor 20913 Activities

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

Associated Targets(non-human)

Glycogen synthase kinase-3 925 Activities

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

Dual specificity protein kinase CLK4 157 Activities

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

Dual specificity protein kinase CLK3 200 Activities

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

Dual specificity protein kinase CLK1 404 Activities

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

Dual specificity protein kinase CLK2 154 Activities

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

HT-22 3261 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:	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 391.43	Molecular Weight (Monoisotopic): 391.1644	AlogP: 1.76	#Rotatable Bonds: 3
Polar Surface Area: 87.22	Molecular Species: BASE	HBA: 7	HBD: 3
#RO5 Violations: 0	HBA (Lipinski): 8	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 0
CX Acidic pKa: 9.92	CX Basic pKa: 8.87	CX LogP: 1.82	CX LogD: 0.61
Aromatic Rings: 2	Heavy Atoms: 29	QED Weighted: 0.69	Np Likeness Score: -0.73

References

1. Tahtouh T, Durieu E, Villiers B, Bruyère C, Nguyen TL, Fant X, Ahn KH, Khurana L, Deau E, Lindberg MF, Sévère E, Miege F, Roche D, Limanton E, L'Helgoual'ch JM, Burgy G, Guiheneuf S, Herault Y, Kendall DA, Carreaux F, Bazureau JP, Meijer L.. (2022) Structure-Activity Relationship in the Leucettine Family of Kinase Inhibitors., 65 (2.0): [PMID:34928152] [10.1021/acs.jmedchem.1c01141]