(6S,7R)-6-hydroxy-7-methyl-2,3,4,5,6,7-hexahydro-1H-cyclopenta[c]pyridine-4-carboxylic acid

Details

• Internal ID: a05bf5ca-1e9a-46c0-93c4-eb0b8e9f4e11
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (6S,7R)-6-hydroxy-7-methyl-2,3,4,5,6,7-hexahydro-1H-cyclopenta[c]pyridine-4-carboxylic acid
• SMILES (Canonical): CC1C(CC2=C1CNCC2C(=O)O)O
• SMILES (Isomeric): C[C@H]1[C@H](CC2=C1CNCC2C(=O)O)O
• InChI: InChI=1S/C10H15NO3/c1-5-7-3-11-4-8(10(13)14)6(7)2-9(5)12/h5,8-9,11-12H,2-4H2,1H3,(H,13,14)/t5-,8?,9+/m1/s1
• InChI Key: PZFHWNSLGSDVOX-DVIJTVPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅NO₃
• Molecular Weight: 197.23 g/mol
• Exact Mass: 197.10519334 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -0.01
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	-	0.5440	54.40%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5584	55.84%
OATP2B1 inhibitior	-	0.8464	84.64%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9702	97.02%
P-glycoprotein inhibitior	-	0.9676	96.76%
P-glycoprotein substrate	-	0.8172	81.72%
CYP3A4 substrate	-	0.6081	60.81%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7104	71.04%
CYP3A4 inhibition	-	0.9848	98.48%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.8849	88.49%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.8236	82.36%
CYP2C8 inhibition	-	0.9614	96.14%
CYP inhibitory promiscuity	-	0.9689	96.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9781	97.81%
Eye irritation	+	0.7725	77.25%
Skin irritation	-	0.6792	67.92%
Skin corrosion	-	0.8891	88.91%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6571	65.71%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6249	62.49%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	-	0.6899	68.99%
Androgen receptor binding	-	0.7048	70.48%
Thyroid receptor binding	-	0.7523	75.23%
Glucocorticoid receptor binding	-	0.5823	58.23%
Aromatase binding	-	0.8564	85.64%
PPAR gamma	-	0.8340	83.40%
Honey bee toxicity	-	0.9574	95.74%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.5250	52.50%

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	95.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.46%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	86.35%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.91%	95.56%

Plants that contains it

• Alstonia angustifolia
• Alstonia rostrata
• Scaevola racemigera
• Strychnos cocculoides
• Strychnos pungens
• Strychnos variabilis

Cross-Links

• PubChem: 101415891
• LOTUS: LTS0271819
• wikiData: Q104396253