4,5-dioxodehydro asimilobine

ID: ALA390369

Chembl Id: CHEMBL390369

PubChem CID: 10108434

Max Phase: Preclinical

Molecular Formula: C17H11NO4

Molecular Weight: 293.28

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1c(O)cc2c3c(cc4ccccc4c13)NC(=O)C2=O

Standard InChI: InChI=1S/C17H11NO4/c1-22-16-12(19)7-10-13-11(18-17(21)15(10)20)6-8-4-2-3-5-9(8)14(13)16/h2-7,19H,1H3,(H,18,21)

Standard InChI Key: FPIKZASYTJSPJN-UHFFFAOYSA-N

Associated Targets(Human)

NET1 Tbio Neuroepithelial cell-transforming gene 1 protein (11 Activities)

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

ARHGEF1 Tbio Rho guanine nucleotide exchange factor 1 (11 Activities)

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

Natural Product: Yes	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

Natural Product: Yes

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

Calculated Properties

Molecular Weight: 293.28	Molecular Weight (Monoisotopic): 293.0688	AlogP: 2.84	#Rotatable Bonds: 1
Polar Surface Area: 75.63	Molecular Species: NEUTRAL	HBA: 4	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 8.76	CX Basic pKa: ┄	CX LogP: 2.47	CX LogD: 2.45
Aromatic Rings: 3	Heavy Atoms: 22	QED Weighted: 0.53	Np Likeness Score: 1.34

References

1. Zhang YN, Zhong XG, Zheng ZP, Hu XD, Zuo JP, Hu LH.. (2007) Discovery and synthesis of new immunosuppressive alkaloids from the stem of Fissistigma oldhamii (Hemsl.) Merr., 15 (2): [PMID:17081761] [10.1016/j.bmc.2006.10.034]
2. Chia YC, Chang FR, Teng CM, Wu YC.. (2000) Aristolactams and dioxoaporphines from Fissistigma balansae and Fissistigma oldhamii., 63 (8): [PMID:10978218] [10.1021/np000063v]
3. Ahn J, Chae HS, Chin YW, Kim J.. (2017) Alkaloids from aerial parts of Houttuynia cordata and their anti-inflammatory activity., 27 (12): [PMID:28499733] [10.1016/j.bmcl.2017.04.072]
4. Olivon F, Nothias LF, Dumontet V, Retailleau P, Berger S, Ferry G, Cohen W, Pfeiffer B, Boutin JA, Scalbert E, Roussi F, Litaudon M.. (2018) Natural Inhibitors of the RhoA-p115 Complex from the Bark of Meiogyne baillonii., 81 (7): [PMID:29969260] [10.1021/acs.jnatprod.8b00209]

Names and Identifiers