(2R)-2-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]-6-methylhept-5-enoic acid

Details

• Internal ID: 37650f69-4272-42ff-98f3-203e445786cb
• Taxonomy: Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > Imidazolyl carboxylic acids and derivatives
• IUPAC Name: (2R)-2-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]-6-methylhept-5-enoic acid
• SMILES (Canonical): CC(=CCCC(C1CN=C(N1)N)C(=O)O)C
• SMILES (Isomeric): CC(=CCC[C@H]([C@@H]1CN=C(N1)N)C(=O)O)C
• InChI: InChI=1S/C11H19N3O2/c1-7(2)4-3-5-8(10(15)16)9-6-13-11(12)14-9/h4,8-9H,3,5-6H2,1-2H3,(H,15,16)(H3,12,13,14)/t8-,9+/m1/s1
• InChI Key: WVCALCYXKSQZFA-BDAKNGLRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉N₃O₂
• Molecular Weight: 225.29 g/mol
• Exact Mass: 225.147726857 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• RefChem:929398
• (2R)-2-((5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl)-6-methylhept-5-enoic acid
• (E,2R)-2-((5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl)-7-methyloct-5-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	-	0.6846	68.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4634	46.34%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9171	91.71%
P-glycoprotein inhibitior	-	0.9784	97.84%
P-glycoprotein substrate	-	0.6588	65.88%
CYP3A4 substrate	-	0.5550	55.50%
CYP2C9 substrate	+	0.6069	60.69%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.9496	94.96%
CYP2C9 inhibition	-	0.8255	82.55%
CYP2C19 inhibition	-	0.8569	85.69%
CYP2D6 inhibition	-	0.8228	82.28%
CYP1A2 inhibition	-	0.7952	79.52%
CYP2C8 inhibition	-	0.9671	96.71%
CYP inhibitory promiscuity	-	0.9824	98.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5729	57.29%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.9776	97.76%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.8862	88.62%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7446	74.46%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5290	52.90%
skin sensitisation	-	0.8016	80.16%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6752	67.52%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8386	83.86%
Acute Oral Toxicity (c)	III	0.6239	62.39%
Estrogen receptor binding	-	0.8951	89.51%
Androgen receptor binding	-	0.7490	74.90%
Thyroid receptor binding	-	0.5719	57.19%
Glucocorticoid receptor binding	+	0.5460	54.60%
Aromatase binding	-	0.6483	64.83%
PPAR gamma	-	0.5444	54.44%
Honey bee toxicity	-	0.9351	93.51%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.7839	78.39%

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	97.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.81%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.22%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.21%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	82.39%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	81.98%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.70%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.31%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.71%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.28%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 71746248
• NPASS: NPC304455