Neoselaginellic acid

Details

• Internal ID: a76e61f2-21a6-4620-8787-49d98092b0bd
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: (E)-4-[(3S)-3-[2-(dimethylamino)phenyl]-1-methyl-2-oxopyrrolidin-3-yl]-2-methylbut-2-enoic acid
• SMILES (Canonical): CC(=CCC1(CCN(C1=O)C)C2=CC=CC=C2N(C)C)C(=O)O
• SMILES (Isomeric): C/C(=C\C[C@]1(CCN(C1=O)C)C2=CC=CC=C2N(C)C)/C(=O)O
• InChI: InChI=1S/C18H24N2O3/c1-13(16(21)22)9-10-18(11-12-20(4)17(18)23)14-7-5-6-8-15(14)19(2)3/h5-9H,10-12H2,1-4H3,(H,21,22)/b13-9+/t18-/m0/s1
• InChI Key: HVGGIBSRIUYNNK-FUNAXGEOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄N₂O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.17869263 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL564690

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9091	90.91%
Caco-2	+	0.8990	89.90%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7954	79.54%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6723	67.23%
P-glycoprotein inhibitior	-	0.8752	87.52%
P-glycoprotein substrate	-	0.6929	69.29%
CYP3A4 substrate	+	0.5864	58.64%
CYP2C9 substrate	+	0.5881	58.81%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.7446	74.46%
CYP2C9 inhibition	-	0.7394	73.94%
CYP2C19 inhibition	-	0.7315	73.15%
CYP2D6 inhibition	-	0.8295	82.95%
CYP1A2 inhibition	-	0.6354	63.54%
CYP2C8 inhibition	-	0.9246	92.46%
CYP inhibitory promiscuity	-	0.8758	87.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6808	68.08%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9685	96.85%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.8854	88.54%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8446	84.46%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6903	69.03%
Acute Oral Toxicity (c)	III	0.6195	61.95%
Estrogen receptor binding	-	0.5114	51.14%
Androgen receptor binding	+	0.6098	60.98%
Thyroid receptor binding	+	0.6801	68.01%
Glucocorticoid receptor binding	-	0.5256	52.56%
Aromatase binding	-	0.5386	53.86%
PPAR gamma	+	0.7084	70.84%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.56%	91.11%
CHEMBL4208	P20618	Proteasome component C5	92.89%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.94%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.99%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.60%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.52%	96.00%
CHEMBL5028	O14672	ADAM10	81.27%	97.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.01%	93.40%

Plants that contains it

• Selaginella moellendorffii

Cross-Links

• PubChem: 44179585
• LOTUS: LTS0266262
• wikiData: Q105034237