2-[5-(6-dodec-11-enyl-6-hydroxy-3,4-dihydro-2H-pyrrolo[1,2-a]pyrimidin-1-ium-1-yl)pentyl]guanidine

Details

• Internal ID: a3740c1b-2eb6-41dc-b7f3-d1fab6ea1238
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Hydropyrimidines
• IUPAC Name: 2-[5-(6-dodec-11-enyl-6-hydroxy-3,4-dihydro-2H-pyrrolo[1,2-a]pyrimidin-1-ium-1-yl)pentyl]guanidine
• SMILES (Canonical): C=CCCCCCCCCCCC1(C=CC2=[N+](CCCN21)CCCCCN=C(N)N)O
• SMILES (Isomeric): C=CCCCCCCCCCCC1(C=CC2=[N+](CCCN21)CCCCCN=C(N)N)O
• InChI: InChI=1S/C25H46N5O/c1-2-3-4-5-6-7-8-9-10-12-17-25(31)18-16-23-29(21-15-22-30(23)25)20-14-11-13-19-28-24(26)27/h2,16,18,31H,1,3-15,17,19-22H2,(H4,26,27,28)/q+1
• InChI Key: VAWGFCGZJZALLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₆N₅O+
• Molecular Weight: 432.70 g/mol
• Exact Mass: 432.37023611 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 17

Synonyms

• RefChem:929101

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9221	92.21%
Caco-2	-	0.8220	82.20%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4339	43.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5511	55.11%
P-glycoprotein inhibitior	-	0.4642	46.42%
P-glycoprotein substrate	+	0.5829	58.29%
CYP3A4 substrate	+	0.5660	56.60%
CYP2C9 substrate	-	0.5930	59.30%
CYP2D6 substrate	-	0.8333	83.33%
CYP3A4 inhibition	-	0.9770	97.70%
CYP2C9 inhibition	-	0.8888	88.88%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.8364	83.64%
CYP1A2 inhibition	-	0.8372	83.72%
CYP2C8 inhibition	-	0.6316	63.16%
CYP inhibitory promiscuity	-	0.9852	98.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5399	53.99%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.8575	85.75%
Skin irritation	-	0.7336	73.36%
Skin corrosion	-	0.8691	86.91%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3668	36.68%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.5845	58.45%
Estrogen receptor binding	+	0.6834	68.34%
Androgen receptor binding	+	0.5983	59.83%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.5415	54.15%
Aromatase binding	+	0.6427	64.27%
PPAR gamma	+	0.6500	65.00%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6637	66.37%
Fish aquatic toxicity	-	0.8961	89.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	93.38%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.41%	94.45%
CHEMBL4208	P20618	Proteasome component C5	90.58%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.99%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.90%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.30%	95.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.72%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10073311
• LOTUS: LTS0186509
• wikiData: Q105283028