2-Chloroacetamide

Details

• Internal ID: 2f5e3d71-3ba3-4e54-b578-601634dcc559
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > Chloroacetamides
• IUPAC Name: 2-chloroacetamide
• SMILES (Canonical): C(C(=O)N)Cl
• SMILES (Isomeric): C(C(=O)N)Cl
• InChI: InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)
• InChI Key: VXIVSQZSERGHQP-UHFFFAOYSA-N
• Popularity: 1,425 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂H₄ClNO
• Molecular Weight: 93.51 g/mol
• Exact Mass: 92.9981414 g/mol
• Topological Polar Surface Area (TPSA): 43.10 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Chloroacetamide
• 79-07-2
• Acetamide, 2-chloro-
• CHLORACETAMIDE
• 2-Chloroethanamide
• Microcide
• Mergal AF
• Chloracetamid
• 2-Chloro-acetamide
• USAF DO-29
• 2-Chloracetamide
• alpha-Chloroacetamide
• Chloracetamid [German]
• .alpha.-Chloroacetamide
• Chloroacetamide-d4
• NSC 54286
• HSDB 7449
• EINECS 201-174-2
• MFCD00008027
• BRN 0878191
• AI3-60133
• CHEMBL346368
• DTXSID9041570
• UNII-2R97846T1L
• 2-chloro-acetamid
• NSC-54286
• 2R97846T1L
• WLN: ZV1G
• EC 201-174-2
• a-chloroacetamide
• monochloroacetamide
• 2- chloroacetamide
• 2--Chloroacetamide
• Acetamida, 2-cloro-
• .alpha.-Chloracetamide
• ClCH2CONH2
• 2-chloroacetic acid amide
• Acetamide, .alpha.-chloro-
• CHLOROACETAMIDE [MI]
• 2-Chloroacetamide, >=98%
• CHLOROACETAMIDE [HSDB]
• CHLOROACETAMIDE [INCI]
• ACETIC ACID,CHLORO,AMIDE
• CHLOROACETAMIDE [MART.]
• DTXCID7021570
• AMY4113
• NSC8408
• NSC-8408
• NSC54286
• STR00268
• Tox21_304037
• BDBM50226182
• STK298897
• AKOS000104694
• CS-W011345
• HY-W010629
• LS-8434
• CAS-79-07-2
• 2-Chloroacetamide, >=98.0% (HPLC)
• NCGC00357244-01
• PD194639
• C2536
• FT-0611896
• FT-0664531
• EN300-18249
• Q209345
• J-509001
• F2190-0195
• InChI=1/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6236	62.36%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Lysosomes	0.5845	58.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9783	97.83%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9239	92.39%
P-glycoprotein inhibitior	-	0.9855	98.55%
P-glycoprotein substrate	-	0.9796	97.96%
CYP3A4 substrate	-	0.7683	76.83%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	-	0.8926	89.26%
CYP2C9 inhibition	-	0.8852	88.52%
CYP2C19 inhibition	-	0.8151	81.51%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	+	0.7824	78.24%
CYP2C8 inhibition	-	0.9961	99.61%
CYP inhibitory promiscuity	-	0.9164	91.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.6549	65.49%
Eye corrosion	+	0.9626	96.26%
Eye irritation	+	0.9673	96.73%
Skin irritation	+	0.4904	49.04%
Skin corrosion	+	0.5196	51.96%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8221	82.21%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.9397	93.97%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6387	63.87%
Acute Oral Toxicity (c)	II	0.7190	71.90%
Estrogen receptor binding	-	0.9387	93.87%
Androgen receptor binding	-	0.9073	90.73%
Thyroid receptor binding	-	0.9004	90.04%
Glucocorticoid receptor binding	-	0.9134	91.34%
Aromatase binding	-	0.8653	86.53%
PPAR gamma	-	0.8517	85.17%
Honey bee toxicity	-	0.9497	94.97%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9778	97.78%

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	89.59%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.08%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.82%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.18%	91.11%

Plants that contains it

• Hypericum japonicum

Cross-Links

• PubChem: 6580
• NPASS: NPC199978