Codotubulosine A

Details

• Internal ID: 3a91beb9-a34d-4940-bf6a-7de67fb15751
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: (2R,3R,4R,5R)-2-(hydroxymethyl)-5-(4-methoxyphenyl)-1,1-dimethylpyrrolidin-1-ium-3,4-diol
• SMILES (Canonical): C[N+]1(C(C(C(C1C2=CC=C(C=C2)OC)O)O)CO)C
• SMILES (Isomeric): C[N+]1([C@@H]([C@H]([C@@H]([C@H]1C2=CC=C(C=C2)OC)O)O)CO)C
• InChI: InChI=1S/C14H22NO4/c1-15(2)11(8-16)13(17)14(18)12(15)9-4-6-10(19-3)7-5-9/h4-7,11-14,16-18H,8H2,1-3H3/q+1/t11-,12-,13-,14-/m1/s1
• InChI Key: MJLGOTLLEZHECI-AAVRWANBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂NO₄+
• Molecular Weight: 268.33 g/mol
• Exact Mass: 268.15488318 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9602	96.02%
Caco-2	+	0.5882	58.82%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5378	53.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9524	95.24%
P-glycoprotein inhibitior	-	0.9366	93.66%
P-glycoprotein substrate	-	0.8569	85.69%
CYP3A4 substrate	-	0.5178	51.78%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.6765	67.65%
CYP3A4 inhibition	-	0.9251	92.51%
CYP2C9 inhibition	-	0.8628	86.28%
CYP2C19 inhibition	-	0.8543	85.43%
CYP2D6 inhibition	-	0.8429	84.29%
CYP1A2 inhibition	-	0.8358	83.58%
CYP2C8 inhibition	-	0.8880	88.80%
CYP inhibitory promiscuity	-	0.9137	91.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6151	61.51%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9422	94.22%
Skin irritation	-	0.7728	77.28%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7689	76.89%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6324	63.24%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	-	0.5927	59.27%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6908	69.08%
Aromatase binding	-	0.5783	57.83%
PPAR gamma	-	0.5133	51.33%
Honey bee toxicity	-	0.9682	96.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.6007	60.07%

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	97.64%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.73%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.53%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.38%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.99%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.67%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.83%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.79%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.67%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.56%	98.95%

Plants that contains it

• Codonopsis pilosula

Cross-Links

• PubChem: 25130789
• NPASS: NPC212195