methyl (7R)-7-hydroxy-7-methylcyclopenta[c]pyridine-4-carboxylate

Details

• Internal ID: 20163588-7473-4fe6-b9ba-54bdc2c78886
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxylic acids
• IUPAC Name: methyl (7R)-7-hydroxy-7-methylcyclopenta[c]pyridine-4-carboxylate
• SMILES (Canonical): CC1(C=CC2=C1C=NC=C2C(=O)OC)O
• SMILES (Isomeric): C[C@]1(C=CC2=C1C=NC=C2C(=O)OC)O
• InChI: InChI=1S/C11H11NO3/c1-11(14)4-3-7-8(10(13)15-2)5-12-6-9(7)11/h3-6,14H,1-2H3/t11-/m1/s1
• InChI Key: KNZQLALSUOHHMD-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21 g/mol
• Exact Mass: 205.07389321 g/mol
• Topological Polar Surface Area (TPSA): 59.40 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7247	72.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7819	78.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9644	96.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8284	82.84%
P-glycoprotein inhibitior	-	0.9555	95.55%
P-glycoprotein substrate	-	0.8818	88.18%
CYP3A4 substrate	-	0.5104	51.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.5150	51.50%
CYP2C9 inhibition	-	0.7036	70.36%
CYP2C19 inhibition	-	0.6166	61.66%
CYP2D6 inhibition	-	0.8208	82.08%
CYP1A2 inhibition	-	0.6540	65.40%
CYP2C8 inhibition	-	0.8066	80.66%
CYP inhibitory promiscuity	-	0.7711	77.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9010	90.10%
Carcinogenicity (trinary)	Non-required	0.5486	54.86%
Eye corrosion	-	0.9682	96.82%
Eye irritation	+	0.8889	88.89%
Skin irritation	-	0.6799	67.99%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6058	60.58%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6173	61.73%
skin sensitisation	-	0.8090	80.90%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6350	63.50%
Acute Oral Toxicity (c)	III	0.4920	49.20%
Estrogen receptor binding	-	0.6526	65.26%
Androgen receptor binding	-	0.7273	72.73%
Thyroid receptor binding	-	0.5618	56.18%
Glucocorticoid receptor binding	-	0.7809	78.09%
Aromatase binding	-	0.6813	68.13%
PPAR gamma	-	0.7877	78.77%
Honey bee toxicity	-	0.9354	93.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.6629	66.29%

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	96.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.20%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.64%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.82%	85.30%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.21%	92.29%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.28%	91.07%
CHEMBL4208	P20618	Proteasome component C5	86.13%	90.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	85.04%	91.23%
CHEMBL2535	P11166	Glucose transporter	83.11%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	81.71%	90.17%

Plants that contains it

• Duranta erecta
• Scaevola racemigera

Cross-Links

• PubChem: 163084991
• LOTUS: LTS0043249
• wikiData: Q105143696