4-((5-Bromo-2-pyridinyl)amino)-4-oxobutanoic acid

Details

• Internal ID: d0ad3a71-824d-4547-9071-3d8c6a6f0c28
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > N-arylamides
• IUPAC Name: 4-[(5-bromo-2-pyridinyl)amino]-4-oxobutanoic acid
• InChI: InChI=1S/C9H9BrN2O3/c10-6-1-2-7(11-5-6)12-8(13)3-4-9(14)15/h1-2,5H,3-4H2,(H,14,15)(H,11,12,13)
• InChI Key: XFYYQDHEDOXWGA-UHFFFAOYSA-N
• Popularity: 25 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₉BrN₂O₃
• Molecular Weight: 273.08 g/mol
• Exact Mass: 271.97965 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 4-[(5-bromopyridin-2-yl)amino]-4-oxobutanoic acid
• 4-[(5-bromo-2-pyridinyl)amino]-4-oxobutanoic acid
• 3-[(5-bromopyridin-2-yl)carbamoyl]propanoic acid
• 3-((5-bromopyridin-2-yl)carbamoyl)propanoic acid
• 4-((5-Bromo-2-pyridinyl)amino)-4-oxobutanoic acid
• 4-((5-bromopyridin-1-ium-2-yl)amino)-4-oxobutanoate
• 4-[(5-bromopyridin-1-ium-2-yl)amino]-4-oxobutanoate
• RefChem:509628
• 694-754-3
• Bikinin
• 188011-69-0
• Abrasin
• N-(5-Bromo-pyridin-2-yl)-succinamic acid
• n-(5-bromopyridin-2-yl)succinamic acid
• MFCD00116442
• 4-(5-bromopyridin-2-ylamino)-4-oxobutanoic acid
• 4-[(5-bromo-2-pyridyl)amino]-4-oxo-butanoic acid
• 3-[N-(5-bromo-2-pyridyl)carbamoyl]propanoic acid
• MLS000035661
• Bikinin?
• Bikinin; Abrasin
• SX2
• Oprea1_146293
• Oprea1_780518
• CBDivE_002953
• IFLab1_000935
• orb1306951
• SCHEMBL3396223
• Bikinin, >=98% (HPLC)
• CHEMBL1236104
• SCHEMBL29733653
• DTXSID20349448
• XFYYQDHEDOXWGA-UHFFFAOYSA-N
• GLXC-05784
• HMS1414K11
• HMS2304N16
• HMS3604I06
• EX-A2260
• SBB018336
• STK005425
• AKOS000301136
• CCG-234404
• CS-3782
• DB08578
• EBC-220030
• AC-32948
• AS-16934
• FB141491
• HY-12524
• SMR000009137
• DB-342503
• B4826
• N -(5-Bromo-pyridin-2-yl)-succinamic acid
• NS00068246
• S7722
• ST50003421
• EN300-235731
• F51036
• 4-[(5-Bromo-2-pyridyl)amino]-4-oxobutyric Acid
• F029038
• F804604
• SR-01000417203
• SR-01000417203-1
• Q27097782
• Butanoic acid, 4-[(5-bromo-2-pyridinyl)amino]-4-oxo-
• F0216-0029

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8740	87.40%
Caco-2	-	0.7586	75.86%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9453	94.53%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9192	91.92%
P-glycoprotein inhibitior	-	0.9891	98.91%
P-glycoprotein substrate	-	0.9533	95.33%
CYP3A4 substrate	-	0.6016	60.16%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.8431	84.31%
CYP2C9 inhibition	-	0.8706	87.06%
CYP2C19 inhibition	-	0.9098	90.98%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.6817	68.17%
CYP2C8 inhibition	-	0.6012	60.12%
CYP inhibitory promiscuity	-	0.9118	91.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8222	82.22%
Carcinogenicity (trinary)	Non-required	0.5869	58.69%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.6593	65.93%
Skin irritation	-	0.7971	79.71%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7101	71.01%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8857	88.57%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6447	64.47%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	-	0.6028	60.28%
Androgen receptor binding	-	0.8676	86.76%
Thyroid receptor binding	-	0.6837	68.37%
Glucocorticoid receptor binding	+	0.6667	66.67%
Aromatase binding	+	0.5200	52.00%
PPAR gamma	+	0.6708	67.08%
Honey bee toxicity	-	0.9719	97.19%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8051	80.51%

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	97.07%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.51%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.35%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.71%	99.17%
CHEMBL1781	P11387	DNA topoisomerase I	87.03%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.43%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.88%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.88%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.03%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.61%	95.56%

Plants that contains it

• Abrus precatorius
• Ficus carica

Cross-Links

• PubChem: 647833
• LOTUS: LTS0049666
• wikiData: Q82949866