1-Nitrosopyrrolidine

Details

• Internal ID: 085491bc-314b-4ade-8f32-d44257508d2d
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: 1-nitrosopyrrolidine
• SMILES (Canonical): C1CCN(C1)N=O
• SMILES (Isomeric): C1CCN(C1)N=O
• InChI: InChI=1S/C4H8N2O/c7-5-6-3-1-2-4-6/h1-4H2
• InChI Key: WNYADZVDBIBLJJ-UHFFFAOYSA-N
• Popularity: 735 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₈N₂O
• Molecular Weight: 100.12 g/mol
• Exact Mass: 100.063662883 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• N-NITROSOPYRROLIDINE
• 930-55-2
• Pyrrolidine, 1-nitroso-
• NPYR
• No-pyr
• Nitrosopyrrolidine
• N-Nitrosopyrrolidin
• 1-Pyrrolidinamine, N-nitroso-
• N-Nitroso-pyrrolidine
• 1-nitroso-Pyrrolidine
• n-nitrosopyrrolidine-d8
• 1-Nitrosopyrrolidine-d4
• SZ4J5WK201
• 57371-40-1
• DTXSID8021062
• CHEBI:82362
• NSC-18797
• N-PYR
• 1219802-09-1
• 35884-45-8
• DTXCID701062
• RCRA waste number U180
• NSC 18797
• CAS-930-55-2
• N-Nitrosopyrrolidin [German]
• CCRIS 478
• Pyrrole, tetrahydro-N-nitroso-
• Pyrrolidine, nitroso-
• HSDB 5116
• EINECS 213-218-8
• RCRA waste no. U180
• BRN 0107615
• UNII-SZ4J5WK201
• AI3-62030
• Pyrrolidine, 1-nitroso-; 1-Nitrosopyrrolidine; N-Nitrosopyrrolidine; NPYR; NSC 18797
• Nitroso-Pyrrolidine
• WLN: T5NTJ ANO
• 1-Nitrosopyrrolidine, 99%
• N-Nitroso-1-Pyrrolidinamine
• Tetrahydro-N-nitroso-Pyrrole
• N-Nitrosopyrrolidine (NPYR)
• 5-20-01-00521 (Beilstein Handbook Reference)
• SCHEMBL606668
• CHEMBL351175
• N-NITROSOPYRROLIDINE [MI]
• WNYADZVDBIBLJJ-UHFFFAOYSA-N
• N-NITROSOPYRROLIDINE [HSDB]
• N-NITROSOPYRROLIDINE [IARC]
• NSC18797
• Tox21_202356
• Tox21_302913
• MFCD00003166
• AKOS006227868
• NCGC00249214-01
• NCGC00256421-01
• NCGC00259905-01
• BS-17894
• SY115826
• FT-0633121
• C19285
• D82025
• N-Nitrosopyrrolidine 10 microg/mL in Methanol
• N-Nitrosopyrrolidine 100 microg/mL in Methanol
• EN300-1296527
• Q22138421
• InChI=1/C4H8N2O/c7-5-6-3-1-2-4-6/h1-4H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	+	0.8937	89.37%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4798	47.98%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9786	97.86%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9580	95.80%
P-glycoprotein inhibitior	-	0.9911	99.11%
P-glycoprotein substrate	-	0.9879	98.79%
CYP3A4 substrate	-	0.7596	75.96%
CYP2C9 substrate	-	0.8299	82.99%
CYP2D6 substrate	+	0.3617	36.17%
CYP3A4 inhibition	-	0.9783	97.83%
CYP2C9 inhibition	-	0.8018	80.18%
CYP2C19 inhibition	-	0.6408	64.08%
CYP2D6 inhibition	-	0.8579	85.79%
CYP1A2 inhibition	-	0.5713	57.13%
CYP2C8 inhibition	-	0.9984	99.84%
CYP inhibitory promiscuity	-	0.8379	83.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5847	58.47%
Carcinogenicity (trinary)	Danger	0.8190	81.90%
Eye corrosion	-	0.8010	80.10%
Eye irritation	+	0.9598	95.98%
Skin irritation	-	0.5299	52.99%
Skin corrosion	-	0.7904	79.04%
Ames mutagenesis	+	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7210	72.10%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.8120	81.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6567	65.67%
Acute Oral Toxicity (c)	III	0.8068	80.68%
Estrogen receptor binding	-	0.8550	85.50%
Androgen receptor binding	-	0.9103	91.03%
Thyroid receptor binding	-	0.8405	84.05%
Glucocorticoid receptor binding	-	0.8853	88.53%
Aromatase binding	-	0.7417	74.17%
PPAR gamma	-	0.8566	85.66%
Honey bee toxicity	-	0.7962	79.62%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8862	88.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	92.39%	83.82%
CHEMBL1978	P11511	Cytochrome P450 19A1	86.33%	91.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.26%	96.09%

Plants that contains it

• Brassica oleracea
• Capsicum annuum
• Nicotiana tabacum

Cross-Links

• PubChem: 13591
• LOTUS: LTS0107510
• wikiData: Q22138421