(E,2R)-2-[(4R)-2-amino-1-(2,4-dihydroxybutyl)-4,5-dihydroimidazol-4-yl]-7-hydroxy-6-methylhept-5-enoic acid

Details

• Internal ID: 5f9adcf4-c70a-4a19-951b-ddffcb65a9b3
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (E,2R)-2-[(4R)-2-amino-1-(2,4-dihydroxybutyl)-4,5-dihydroimidazol-4-yl]-7-hydroxy-6-methylhept-5-enoic acid
• SMILES (Canonical): CC(=CCCC(C1CN(C(=N1)N)CC(CCO)O)C(=O)O)CO
• SMILES (Isomeric): C/C(=C\CC[C@H]([C@@H]1CN(C(=N1)N)CC(CCO)O)C(=O)O)/CO
• InChI: InChI=1S/C15H27N3O5/c1-10(9-20)3-2-4-12(14(22)23)13-8-18(15(16)17-13)7-11(21)5-6-19/h3,11-13,19-21H,2,4-9H2,1H3,(H2,16,17)(H,22,23)/b10-3+/t11?,12-,13+/m1/s1
• InChI Key: OVBUHDGPEBMHDL-CSKSLPEHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₇N₃O₅
• Molecular Weight: 329.39 g/mol
• Exact Mass: 329.19507097 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.85
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8267	82.67%
Caco-2	-	0.5766	57.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6869	68.69%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4629	46.29%
P-glycoprotein inhibitior	-	0.9015	90.15%
P-glycoprotein substrate	-	0.5142	51.42%
CYP3A4 substrate	+	0.5149	51.49%
CYP2C9 substrate	+	0.5848	58.48%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.9813	98.13%
CYP2C9 inhibition	-	0.8617	86.17%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.8835	88.35%
CYP1A2 inhibition	-	0.7959	79.59%
CYP2C8 inhibition	-	0.9111	91.11%
CYP inhibitory promiscuity	-	0.9883	98.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5309	53.09%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.9570	95.70%
Skin irritation	-	0.7409	74.09%
Skin corrosion	-	0.8811	88.11%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6578	65.78%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.8363	83.63%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5215	52.15%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.6605	66.05%
Androgen receptor binding	-	0.5899	58.99%
Thyroid receptor binding	+	0.6433	64.33%
Glucocorticoid receptor binding	+	0.6297	62.97%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8843	88.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4481	44.81%

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	98.42%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.50%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.81%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.85%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.43%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.19%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.84%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.82%	91.11%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 73346001
• LOTUS: LTS0055335
• wikiData: Q105200608