Bohemamine F

Details

• Internal ID: 3a09a767-2a4c-4d89-9c19-131b20087012
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: N-[(5S,8S)-5,8-dimethyl-1-oxo-5H-pyrrolizin-3-yl]-3-methylbut-2-enamide
• SMILES (Canonical): CC1C=CC2(N1C(=CC2=O)NC(=O)C=C(C)C)C
• SMILES (Isomeric): C[C@H]1C=C[C@@]2(N1C(=CC2=O)NC(=O)C=C(C)C)C
• InChI: InChI=1S/C14H18N2O2/c1-9(2)7-13(18)15-12-8-11(17)14(4)6-5-10(3)16(12)14/h5-8,10H,1-4H3,(H,15,18)/t10-,14-/m0/s1
• InChI Key: ROJUVFLOAXACGZ-HZMBPMFUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈N₂O₂
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.136827821 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL3819634

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.6731	67.31%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5300	53.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5996	59.96%
P-glycoprotein inhibitior	-	0.8785	87.85%
P-glycoprotein substrate	-	0.5504	55.04%
CYP3A4 substrate	+	0.5587	55.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.9598	95.98%
CYP2C9 inhibition	-	0.5429	54.29%
CYP2C19 inhibition	-	0.6008	60.08%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.5516	55.16%
CYP2C8 inhibition	-	0.8921	89.21%
CYP inhibitory promiscuity	-	0.5937	59.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4496	44.96%
Eye corrosion	-	0.9606	96.06%
Eye irritation	-	0.8677	86.77%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6420	64.20%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.7158	71.58%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5221	52.21%
Acute Oral Toxicity (c)	III	0.4919	49.19%
Estrogen receptor binding	+	0.7295	72.95%
Androgen receptor binding	+	0.7828	78.28%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	+	0.5950	59.50%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6947	69.47%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5646	56.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.69%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.02%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.59%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.57%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.44%	94.42%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.08%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	82.38%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.53%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.11%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.83%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.80%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127050624
• LOTUS: LTS0251469
• wikiData: Q105242265