Brachystemidine D

Details

• Internal ID: 4975c74a-97dc-4460-855b-17d4813be03c
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Pyrrole carboxylic acids and derivatives
• IUPAC Name: [(2R)-2-[(2S)-2-hydroxy-5-oxopyrrolidin-1-yl]-2,5-dihydrofuran-3-yl]methyl 1H-pyrrole-2-carboxylate
• SMILES (Canonical): C1CC(=O)N(C1O)C2C(=CCO2)COC(=O)C3=CC=CN3
• SMILES (Isomeric): C1CC(=O)N([C@H]1O)[C@H]2C(=CCO2)COC(=O)C3=CC=CN3
• InChI: InChI=1S/C14H16N2O5/c17-11-3-4-12(18)16(11)13-9(5-7-20-13)8-21-14(19)10-2-1-6-15-10/h1-2,5-6,11,13,15,17H,3-4,7-8H2/t11-,13+/m0/s1
• InChI Key: DBJBAGUZUMGDCA-WCQYABFASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆N₂O₅
• Molecular Weight: 292.29 g/mol
• Exact Mass: 292.10592162 g/mol
• Topological Polar Surface Area (TPSA): 91.90 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:69773
• Q27138115
• [(2R)-2-[(2S)-2-hydroxy-5-oxopyrrolidin-1-yl]-2,5-dihydrofuran-3-yl]methyl 1H-pyrrole-2-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8699	86.99%
Caco-2	-	0.7085	70.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8612	86.12%
BSEP inhibitior	-	0.4790	47.90%
P-glycoprotein inhibitior	-	0.7998	79.98%
P-glycoprotein substrate	-	0.7573	75.73%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.8359	83.59%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.7765	77.65%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.8053	80.53%
CYP2C8 inhibition	+	0.4513	45.13%
CYP inhibitory promiscuity	-	0.9268	92.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5763	57.63%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8864	88.64%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4174	41.74%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5516	55.16%
skin sensitisation	-	0.8871	88.71%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8424	84.24%
Acute Oral Toxicity (c)	III	0.5738	57.38%
Estrogen receptor binding	-	0.5722	57.22%
Androgen receptor binding	-	0.5976	59.76%
Thyroid receptor binding	-	0.6825	68.25%
Glucocorticoid receptor binding	-	0.7946	79.46%
Aromatase binding	-	0.5637	56.37%
PPAR gamma	-	0.5648	56.48%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8339	83.39%

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	98.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.95%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.96%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.97%	97.28%
CHEMBL3891	P07384	Calpain 1	83.19%	93.04%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.56%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%

Plants that contains it

• Brachystemma calycinum

Cross-Links

• PubChem: 21672076
• LOTUS: LTS0060229
• wikiData: Q27138115