(3R,4S)-3-[(2R)-1-methylpyrrolidin-2-yl]dithiolan-4-ol

Details

• Internal ID: 33934dc8-4fd8-401a-986a-dc300e4a51f2
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-alkylpyrrolidines
• IUPAC Name: (3R,4S)-3-[(2R)-1-methylpyrrolidin-2-yl]dithiolan-4-ol
• SMILES (Canonical): CN1CCCC1C2C(CSS2)O
• SMILES (Isomeric): CN1CCC[C@@H]1[C@@H]2[C@H](CSS2)O
• InChI: InChI=1S/C8H15NOS2/c1-9-4-2-3-6(9)8-7(10)5-11-12-8/h6-8,10H,2-5H2,1H3/t6-,7+,8-/m1/s1
• InChI Key: BHJXMJSQJLEOMC-GJMOJQLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NOS₂
• Molecular Weight: 205.30 g/mol
• Exact Mass: 205.05950645 g/mol
• Topological Polar Surface Area (TPSA): 74.10 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 121702-93-0
• (3R,4S)-3-((2R)-1-Methylpyrrolidin-2-yl)dithiolan-4-ol
• (3R)-3alpha-[(2R)-1-Methyl-2beta-pyrrolidinyl]-1,2-dithiolan-4alpha-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9595	95.95%
Caco-2	+	0.8112	81.12%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6463	64.63%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9545	95.45%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9491	94.91%
P-glycoprotein inhibitior	-	0.9774	97.74%
P-glycoprotein substrate	-	0.7754	77.54%
CYP3A4 substrate	-	0.5421	54.21%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	+	0.5362	53.62%
CYP3A4 inhibition	-	0.9314	93.14%
CYP2C9 inhibition	-	0.8503	85.03%
CYP2C19 inhibition	-	0.7055	70.55%
CYP2D6 inhibition	-	0.8557	85.57%
CYP1A2 inhibition	-	0.7291	72.91%
CYP2C8 inhibition	-	0.9902	99.02%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5538	55.38%
Eye corrosion	-	0.9397	93.97%
Eye irritation	-	0.6621	66.21%
Skin irritation	-	0.6601	66.01%
Skin corrosion	-	0.7381	73.81%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5608	56.08%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5190	51.90%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7758	77.58%
Acute Oral Toxicity (c)	III	0.5838	58.38%
Estrogen receptor binding	-	0.7435	74.35%
Androgen receptor binding	-	0.8058	80.58%
Thyroid receptor binding	-	0.6415	64.15%
Glucocorticoid receptor binding	-	0.8577	85.77%
Aromatase binding	-	0.8352	83.52%
PPAR gamma	-	0.8546	85.46%
Honey bee toxicity	-	0.9616	96.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.6167	61.67%

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	96.27%	96.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	91.16%	99.18%
CHEMBL2581	P07339	Cathepsin D	90.04%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.70%	97.25%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.86%	98.46%
CHEMBL4040	P28482	MAP kinase ERK2	84.54%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.41%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.37%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.00%	92.94%

Plants that contains it

• Cassipourea guianensis

Cross-Links

• PubChem: 180068
• LOTUS: LTS0261845
• wikiData: Q104936008