Mossambine

Details

• Internal ID: 54396bba-8631-46de-bdc2-ef8c8cec4e81
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: methyl (11S,12Z,17R)-12-ethylidene-18-hydroxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate
• SMILES (Canonical): CC=C1CN2CCC34C2C(C1C(=C3NC5=CC=CC=C45)C(=O)OC)O
• SMILES (Isomeric): C/C=C/1\CN2CCC34[C@@H]2C([C@@H]1C(=C3NC5=CC=CC=C45)C(=O)OC)O
• InChI: InChI=1S/C20H22N2O3/c1-3-11-10-22-9-8-20-12-6-4-5-7-13(12)21-17(20)15(19(24)25-2)14(11)16(23)18(20)22/h3-7,14,16,18,21,23H,8-10H2,1-2H3/b11-3+/t14-,16?,18-,20?/m0/s1
• InChI Key: UBTOWVZIZOJGLD-VTEIZNGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₃
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.16304257 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9477	94.77%
Caco-2	+	0.8861	88.61%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8090	80.90%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8437	84.37%
P-glycoprotein inhibitior	-	0.5793	57.93%
P-glycoprotein substrate	+	0.5121	51.21%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8185	81.85%
CYP3A4 inhibition	-	0.8766	87.66%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.5251	52.51%
CYP1A2 inhibition	-	0.6824	68.24%
CYP2C8 inhibition	+	0.6140	61.40%
CYP inhibitory promiscuity	-	0.7277	72.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5915	59.15%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9977	99.77%
Skin irritation	-	0.7573	75.73%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7639	76.39%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8301	83.01%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5285	52.85%
Acute Oral Toxicity (c)	III	0.5194	51.94%
Estrogen receptor binding	-	0.5910	59.10%
Androgen receptor binding	+	0.6334	63.34%
Thyroid receptor binding	-	0.5413	54.13%
Glucocorticoid receptor binding	+	0.6496	64.96%
Aromatase binding	+	0.5243	52.43%
PPAR gamma	-	0.5966	59.66%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9417	94.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.08%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.75%	90.00%
CHEMBL5028	O14672	ADAM10	87.58%	97.50%
CHEMBL2535	P11166	Glucose transporter	86.45%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.09%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.51%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.69%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.58%	86.33%

Plants that contains it

• Kopsia singapurensis

Cross-Links

• PubChem: 101324723
• LOTUS: LTS0126164
• wikiData: Q104401263