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Compounds
ALA2235031

N1-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N2-(6-chloro-2-methylquinoline-4-yl)hydrazine

ID: ALA2235031

Chembl Id: CHEMBL2235031

PubChem CID: 76315163

Max Phase: Preclinical

Molecular Formula: C32H36ClN3O5

Molecular Weight: 578.11

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: Cc1cc(N/N=C/c2ccc(O[C@H]3O[C@@H]4O[C@@]5(C)CC[C@H]6[C@H](C)CC[C@@H]([C@H]3C)[C@@]46OO5)cc2)c2cc(Cl)ccc2n1

Standard InChI: InChI=1S/C32H36ClN3O5/c1-18-5-11-26-20(3)29(38-30-32(26)25(18)13-14-31(4,39-30)40-41-32)37-23-9-6-21(7-10-23)17-34-36-28-15-19(2)35-27-12-8-22(33)16-24(27)28/h6-10,12,15-18,20,25-26,29-30H,5,11,13-14H2,1-4H3,(H,35,36)/b34-17+/t18-,20-,25+,26+,29+,30-,31-,32-/m1/s1

Standard InChI Key: OBNCDLMUQCIGSS-YTJKISDPSA-N

Alternative Forms

Parent:

ALA2235031
6-chloro-2-methyl-N-[(E)-[4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]phenyl]methylideneamino]quinolin-4-amine

Associated Targets(Human)

MCF7 (126967 Activities)

Explore this target

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

MAPK8 Tchem c-Jun N-terminal kinase, JNK (688 Activities)

Discover Target: MAPK8

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

Associated Targets(non-human)

Falcipain 2 (539 Activities)

Explore this target

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: 578.11	Molecular Weight (Monoisotopic): 577.2343	AlogP: 7.23	#Rotatable Bonds: 5
Polar Surface Area: 83.43	Molecular Species: NEUTRAL	HBA: 8	HBD: 1
#RO5 Violations: 2	HBA (Lipinski): 8	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 2
CX Acidic pKa: ┄	CX Basic pKa: 6.47	CX LogP: 7.89	CX LogD: 7.85
Aromatic Rings: 3	Heavy Atoms: 41	QED Weighted: 0.19	Np Likeness Score: 1.03

References

1. Luo W, Lu W, Cui K, Liu Y, Wang J, Guo C. (2012) N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors, 21 (10): [10.1007/s00044-011-9854-3]
2. Hu YQ, Gao C, Zhang S, Xu L, Xu Z, Feng LS, Wu X, Zhao F.. (2017) Quinoline hybrids and their antiplasmodial and antimalarial activities., 139 [PMID:28800458] [10.1016/j.ejmech.2017.07.061]
3. Gao F, Sun Z, Kong F, Xiao J.. (2020) Artemisinin-derived hybrids and their anticancer activity., 188 [PMID:31945642] [10.1016/j.ejmech.2020.112044]

Source

Source(1):

Scientific Literature