3-[[2-[4-[difluoro(phosphono)methyl]phenyl]acetyl]amino]-4-[[(2S)-3-[4-[difluoro(phosphono)methyl]phenyl]-1-oxo-1-(pentylamino)propan-2-yl]amino]-4-oxobutanoic acid

Details

• Internal ID: 9ab44a61-e621-4fcb-ac44-b09cb2f4eb0c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 3-[[2-[4-[difluoro(phosphono)methyl]phenyl]acetyl]amino]-4-[[(2S)-3-[4-[difluoro(phosphono)methyl]phenyl]-1-oxo-1-(pentylamino)propan-2-yl]amino]-4-oxobutanoic acid
• SMILES (Canonical): CCCCCNC(=O)C(CC1=CC=C(C=C1)C(F)(F)P(=O)(O)O)NC(=O)C(CC(=O)O)NC(=O)CC2=CC=C(C=C2)C(F)(F)P(=O)(O)O
• SMILES (Isomeric): CCCCCNC(=O)[C@H](CC1=CC=C(C=C1)C(F)(F)P(=O)(O)O)NC(=O)C(CC(=O)O)NC(=O)CC2=CC=C(C=C2)C(F)(F)P(=O)(O)O
• InChI: InChI=1S/C28H35F4N3O11P2/c1-2-3-4-13-33-25(39)21(14-17-5-9-19(10-6-17)27(29,30)47(41,42)43)35-26(40)22(16-24(37)38)34-23(36)15-18-7-11-20(12-8-18)28(31,32)48(44,45)46/h5-12,21-22H,2-4,13-16H2,1H3,(H,33,39)(H,34,36)(H,35,40)(H,37,38)(H2,41,42,43)(H2,44,45,46)/t21-,22?/m0/s1
• InChI Key: CPPOJMVKKSAADW-HMTLIYDFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₅F₄N₃O₁₁P₂
• Molecular Weight: 727.50 g/mol
• Exact Mass: 727.16829558 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 8
• Rotatable Bonds: 18

Synonyms

• SNA

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5339	53.39%
Caco-2	-	0.8777	87.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7628	76.28%
OATP2B1 inhibitior	+	0.7152	71.52%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9681	96.81%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	+	0.7377	73.77%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	+	0.6061	60.61%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	-	0.5674	56.74%
CYP2C9 inhibition	-	0.7925	79.25%
CYP2C19 inhibition	-	0.7196	71.96%
CYP2D6 inhibition	-	0.8429	84.29%
CYP1A2 inhibition	-	0.8197	81.97%
CYP2C8 inhibition	+	0.5874	58.74%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.7838	78.38%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7334	73.34%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8544	85.44%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5317	53.17%
Acute Oral Toxicity (c)	III	0.5927	59.27%
Estrogen receptor binding	+	0.7354	73.54%
Androgen receptor binding	+	0.8026	80.26%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	+	0.5829	58.29%
Aromatase binding	+	0.5549	55.49%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.8875	88.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5565	55.65%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.88%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.74%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	97.69%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	97.56%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.61%	93.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.81%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.80%	95.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.86%	97.29%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	92.25%	97.23%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.81%	91.81%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.63%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	89.63%	89.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.51%	90.71%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	88.23%	96.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.16%	91.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.04%	96.90%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	86.52%	94.01%
CHEMBL230	P35354	Cyclooxygenase-2	86.14%	89.63%
CHEMBL3891	P07384	Calpain 1	85.94%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL3663	P62993	Growth factor receptor-bound protein 2	85.24%	90.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.21%	94.23%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	84.30%	90.24%
CHEMBL2535	P11166	Glucose transporter	84.22%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.06%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL2514	O95665	Neurotensin receptor 2	83.91%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.91%	98.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.88%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.22%	97.14%

Plants that contains it

• Sambucus nigra

Cross-Links

• PubChem: 447954
• LOTUS: LTS0140003
• wikiData: Q105103040