Lysianadioic Acid

Details

• Internal ID: 4d9663aa-db9d-47d3-8265-c37398cecda7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2Z)-2-[3-(diaminomethylideneamino)propylidene]butanedioic acid
• InChI: InChI=1S/C8H13N3O4/c9-8(10)11-3-1-2-5(7(14)15)4-6(12)13/h2H,1,3-4H2,(H,12,13)(H,14,15)(H4,9,10,11)/b5-2-
• InChI Key: FQUBLGQMXQHASY-DJWKRKHSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₃N₃O₄
• Molecular Weight: 215.21 g/mol
• Exact Mass: 215.09060590 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 3
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• RefChem:154753
• (2Z)-2-(3-(diaminomethylideneamino)propylidene)butanedioic acid
• CHEMBL253846
• 2-(3-carbamimidamidopropylidene)butanedioic acid
• SCHEMBL29388983
• BDBM50233004

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7389	73.89%
Caco-2	-	0.7306	73.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8127	81.27%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9567	95.67%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9257	92.57%
CYP3A4 substrate	-	0.6576	65.76%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8801	88.01%
CYP2C9 inhibition	-	0.8777	87.77%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.9074	90.74%
CYP1A2 inhibition	-	0.7956	79.56%
CYP2C8 inhibition	-	0.9674	96.74%
CYP inhibitory promiscuity	-	0.9895	98.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9854	98.54%
Eye irritation	+	0.7624	76.24%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7319	73.19%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4566	45.66%
Acute Oral Toxicity (c)	III	0.5084	50.84%
Estrogen receptor binding	-	0.7607	76.07%
Androgen receptor binding	-	0.8130	81.30%
Thyroid receptor binding	-	0.7116	71.16%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7278	72.78%
PPAR gamma	+	0.6956	69.56%
Honey bee toxicity	-	0.9293	92.93%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.6764	67.64%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2552	P15086	Carboxypeptidase B	360 nM	IC50	PMID: 4851320

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.11%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.10%	99.17%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	87.96%	97.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.66%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.83%	89.34%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.57%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.96%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	82.40%	90.20%

Plants that contains it

• Lysiana subfalcata

Cross-Links

• PubChem: 25110755
• NPASS: NPC122471
• ChEMBL: CHEMBL253846
• LOTUS: LTS0126467
• wikiData: Q104999883