Oxachelin C

Details

• Internal ID: c4cd44b0-293b-41aa-95f0-4a393906dd29
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2R)-2-[[(2S)-2-[[(2S)-2-amino-2-[2-(2-hydroxyphenyl)-2-oxoethoxy]acetyl]amino]-3-hydroxypropanoyl]amino]-5-[formyl(hydroxy)amino]-N-[3-[[(3R)-1-hydroxy-2-oxopiperidin-3-yl]amino]-3-oxopropyl]pentanamide
• SMILES (Canonical): C1CC(C(=O)N(C1)O)NC(=O)CCNC(=O)C(CCCN(C=O)O)NC(=O)C(CO)NC(=O)C(N)OCC(=O)C2=CC=CC=C2O
• SMILES (Isomeric): C1C[C@H](C(=O)N(C1)O)NC(=O)CCNC(=O)[C@@H](CCCN(C=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H](N)OCC(=O)C2=CC=CC=C2O
• InChI: InChI=1S/C27H39N7O12/c28-23(46-14-21(38)16-5-1-2-8-20(16)37)26(42)32-19(13-35)25(41)31-17(6-3-11-33(44)15-36)24(40)29-10-9-22(39)30-18-7-4-12-34(45)27(18)43/h1-2,5,8,15,17-19,23,35,37,44-45H,3-4,6-7,9-14,28H2,(H,29,40)(H,30,39)(H,31,41)(H,32,42)/t17-,18-,19+,23+/m1/s1
• InChI Key: OPVRKWLOIXOCFZ-GBPOLFSSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₉N₇O₁₂
• Molecular Weight: 653.60 g/mol
• Exact Mass: 653.26566970 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.53
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6184	61.84%
Caco-2	-	0.8922	89.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Nucleus	0.5857	58.57%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6431	64.31%
P-glycoprotein inhibitior	+	0.7113	71.13%
P-glycoprotein substrate	+	0.8176	81.76%
CYP3A4 substrate	+	0.7064	70.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.5435	54.35%
CYP2C9 inhibition	-	0.8193	81.93%
CYP2C19 inhibition	-	0.7692	76.92%
CYP2D6 inhibition	-	0.8541	85.41%
CYP1A2 inhibition	-	0.8564	85.64%
CYP2C8 inhibition	+	0.6416	64.16%
CYP inhibitory promiscuity	-	0.8944	89.44%
UGT catelyzed	+	0.6159	61.59%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5957	59.57%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7247	72.47%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	-	0.8507	85.07%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5256	52.56%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.7522	75.22%
Androgen receptor binding	+	0.5520	55.20%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4900	49.00%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.6672	66.72%
Honey bee toxicity	-	0.7656	76.56%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.7700	77.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	97.07%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.84%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.02%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.40%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.62%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.85%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.20%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.81%	91.19%
CHEMBL204	P00734	Thrombin	90.51%	96.01%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.99%	99.23%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	89.40%	96.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.45%	94.45%
CHEMBL2514	O95665	Neurotensin receptor 2	87.01%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.71%	89.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.69%	100.00%
CHEMBL5028	O14672	ADAM10	86.42%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.07%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.61%	97.64%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	85.18%	96.67%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.38%	98.05%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.27%	95.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	84.11%	82.86%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.49%	93.03%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.08%	96.25%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	82.82%	83.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.80%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.63%	91.81%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.03%	88.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.47%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.14%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.52%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589640
• LOTUS: LTS0020711
• wikiData: Q105196585