Coelichelin

Details

• Internal ID: ee487c7c-805d-4fc0-8986-7608f12c2c32
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S)-2-[[(2R)-2-amino-5-[formyl(hydroxy)amino]pentanoyl]amino]-5-[[(2R,3R)-2-[[(2R)-2-amino-5-[formyl(hydroxy)amino]pentanoyl]amino]-3-hydroxybutanoyl]-hydroxyamino]pentanoic acid
• SMILES (Canonical): CC(C(C(=O)N(CCCC(C(=O)O)NC(=O)C(CCCN(C=O)O)N)O)NC(=O)C(CCCN(C=O)O)N)O
• SMILES (Isomeric): C[C@H]([C@H](C(=O)N(CCC[C@@H](C(=O)O)NC(=O)[C@@H](CCCN(C=O)O)N)O)NC(=O)[C@@H](CCCN(C=O)O)N)O
• InChI: InChI=1S/C21H39N7O11/c1-13(31)17(25-19(33)15(23)6-3-9-27(38)12-30)20(34)28(39)10-4-7-16(21(35)36)24-18(32)14(22)5-2-8-26(37)11-29/h11-17,31,37-39H,2-10,22-23H2,1H3,(H,24,32)(H,25,33)(H,35,36)/t13-,14-,15-,16+,17-/m1/s1
• InChI Key: ZPJLQAOTGYKOBJ-OVYGPGRDSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₉N₇O₁₁
• Molecular Weight: 565.60 g/mol
• Exact Mass: 565.27075509 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: -6.50
• Atomic LogP (AlogP): -3.67
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 21

Synonyms

• 2-[2-Amino-5-(formyl-hydroxy-amino)-pentanoylamino]-5-({2-[2-amino-5-(formyl-hydroxy-amino)-pentanoylamino]-3-hydroxy-butyryl}-hydroxy-amino)-pentanoic acid
• CHEBI:80049
• (2S)-2-[[(2R)-2-amino-5-[formyl(hydroxy)amino]pentanoyl]amino]-5-[[(2R,3R)-2-[[(2R)-2-amino-5-[formyl(hydroxy)amino]pentanoyl]amino]-3-hydroxybutanoyl]-hydroxyamino]pentanoic acid
• Q27149200
• N(2)-(N(5)-formyl-N(5)-hydroxy-D-ornithyl)-N(5)-(N(5)-formyl-N(5)-hydroxy-D-ornithyl-D-allothreonyl)-N(5)-hydroxy-L-ornithine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9144	91.44%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6441	64.41%
OATP2B1 inhibitior	-	0.5695	56.95%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6534	65.34%
P-glycoprotein inhibitior	+	0.6070	60.70%
P-glycoprotein substrate	+	0.5408	54.08%
CYP3A4 substrate	+	0.5742	57.42%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	-	0.8027	80.27%
CYP3A4 inhibition	-	0.8215	82.15%
CYP2C9 inhibition	-	0.8573	85.73%
CYP2C19 inhibition	-	0.8255	82.55%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.8785	87.85%
CYP2C8 inhibition	-	0.8721	87.21%
CYP inhibitory promiscuity	-	0.9756	97.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5054	50.54%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7750	77.50%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6539	65.39%
skin sensitisation	-	0.8654	86.54%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5216	52.16%
Acute Oral Toxicity (c)	III	0.6053	60.53%
Estrogen receptor binding	+	0.6553	65.53%
Androgen receptor binding	-	0.5256	52.56%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6103	61.03%
Aromatase binding	+	0.5354	53.54%
PPAR gamma	+	0.5689	56.89%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.9401	94.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL236	P41143	Delta opioid receptor	98.44%	99.35%
CHEMBL2581	P07339	Cathepsin D	98.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.18%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	94.07%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.55%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.63%	96.47%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.09%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.79%	92.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.41%	96.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.00%	98.33%
CHEMBL1255126	O15151	Protein Mdm4	87.90%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	87.74%	90.17%
CHEMBL3776	Q14790	Caspase-8	86.81%	97.06%
CHEMBL340	P08684	Cytochrome P450 3A4	85.51%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.80%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.74%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.09%	94.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.89%	98.05%
CHEMBL233	P35372	Mu opioid receptor	83.71%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.56%	94.45%
CHEMBL3837	P07711	Cathepsin L	83.52%	96.61%
CHEMBL5028	O14672	ADAM10	83.05%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.79%	89.50%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	82.53%	93.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.35%	95.00%
CHEMBL3836	P53667	LIM domain kinase 1	82.05%	90.05%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.93%	97.29%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.28%	90.71%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.25%	96.03%
CHEMBL3308	P55212	Caspase-6	81.18%	97.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.81%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.63%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3247071
• LOTUS: LTS0216091
• wikiData: Q27149200