Peramine

Details

• Internal ID: c3101c71-7607-4d9c-9c91-a5cf6259e14e
• Taxonomy: Organoheterocyclic compounds > Pyrrolopyrazines
• IUPAC Name: 2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine
• SMILES (Canonical): CN1C(=CN2C=CC=C2C1=O)CCCN=C(N)N
• SMILES (Isomeric): CN1C(=CN2C=CC=C2C1=O)CCCN=C(N)N
• InChI: InChI=1S/C12H17N5O/c1-16-9(4-2-6-15-12(13)14)8-17-7-3-5-10(17)11(16)18/h3,5,7-8H,2,4,6H2,1H3,(H4,13,14,15)
• InChI Key: GQWWGRUJOCIUKI-UHFFFAOYSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇N₅O
• Molecular Weight: 247.30 g/mol
• Exact Mass: 247.14331018 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 102482-94-0
• 2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine
• 1-[3-[(1,2-Dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin)-3-yl]propyl]guanidine
• SCHEMBL14887084
• SCHEMBL18821820
• DTXSID10145178
• (3-(1,2-Dihydro-2-methyl-1-oxopyrrolo(1,2-a)pyrazin-3-yl)propyl)guanidine
• Guanidine, (3-(1,2-dihydro-2-methyl-1-oxopyrrolo(1,2-a)pyrazin-3-yl)propyl)-
• J-000697
• N-(3-{2-methyl-1-oxo-1H,2H-pyrrolo[1,2-a]pyrazin-3-yl}propyl)guanidine
• 1-(3-(2-Methyl-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-3-yl)propyl)guanidine
• Guanidine,N-[3-(1,2-dihydro-2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9637	96.37%
Caco-2	+	0.8632	86.32%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5297	52.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	+	0.6200	62.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9020	90.20%
P-glycoprotein inhibitior	-	0.9326	93.26%
P-glycoprotein substrate	-	0.5879	58.79%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.7697	76.97%
CYP2C9 inhibition	-	0.8873	88.73%
CYP2C19 inhibition	-	0.8763	87.63%
CYP2D6 inhibition	-	0.8384	83.84%
CYP1A2 inhibition	-	0.5837	58.37%
CYP2C8 inhibition	-	0.8602	86.02%
CYP inhibitory promiscuity	-	0.9216	92.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9705	97.05%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	-	0.5028	50.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3920	39.20%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.7460	74.60%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5974	59.74%
Acute Oral Toxicity (c)	III	0.5704	57.04%
Estrogen receptor binding	+	0.5937	59.37%
Androgen receptor binding	-	0.6123	61.23%
Thyroid receptor binding	+	0.6796	67.96%
Glucocorticoid receptor binding	+	0.7358	73.58%
Aromatase binding	+	0.7018	70.18%
PPAR gamma	+	0.7322	73.22%
Honey bee toxicity	-	0.9661	96.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.7308	73.08%

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	98.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	95.79%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.55%	82.69%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	83.53%	87.16%

Plants that contains it

• Lolium perenne

Cross-Links

• PubChem: 114748
• LOTUS: LTS0107460
• wikiData: Q83009587