Madurastatin C1

Details

• Internal ID: 9c5e00a8-d2c9-4897-9ebc-be1673434b16
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: (4R)-N-[2-[[3-[hydroxy-[(4S)-5-[[(3S)-1-hydroxy-2-oxopiperidin-3-yl]amino]-4-(methylamino)-5-oxopentyl]amino]-3-oxopropyl]amino]-2-oxoethyl]-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carboxamide
• SMILES (Canonical): CNC(CCCN(C(=O)CCNC(=O)CNC(=O)C1COC(=N1)C2=CC=CC=C2O)O)C(=O)NC3CCCN(C3=O)O
• SMILES (Isomeric): CN[C@@H](CCCN(C(=O)CCNC(=O)CNC(=O)[C@H]1COC(=N1)C2=CC=CC=C2O)O)C(=O)N[C@H]3CCCN(C3=O)O
• InChI: InChI=1S/C26H37N7O9/c1-27-17(24(38)30-18-8-5-13-33(41)26(18)39)7-4-12-32(40)22(36)10-11-28-21(35)14-29-23(37)19-15-42-25(31-19)16-6-2-3-9-20(16)34/h2-3,6,9,17-19,27,34,40-41H,4-5,7-8,10-15H2,1H3,(H,28,35)(H,29,37)(H,30,38)/t17-,18-,19+/m0/s1
• InChI Key: RHFPNLFQGRPOBC-GBESFXJTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₇N₇O₉
• Molecular Weight: 591.60 g/mol
• Exact Mass: 591.26527578 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.76
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5899	58.99%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5230	52.30%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7348	73.48%
BSEP inhibitior	+	0.9415	94.15%
P-glycoprotein inhibitior	+	0.7269	72.69%
P-glycoprotein substrate	+	0.8201	82.01%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7581	75.81%
CYP3A4 inhibition	-	0.5948	59.48%
CYP2C9 inhibition	-	0.7634	76.34%
CYP2C19 inhibition	-	0.7271	72.71%
CYP2D6 inhibition	-	0.7849	78.49%
CYP1A2 inhibition	-	0.8394	83.94%
CYP2C8 inhibition	+	0.6006	60.06%
CYP inhibitory promiscuity	-	0.9082	90.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9265	92.65%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6872	68.72%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6219	62.19%
skin sensitisation	-	0.8190	81.90%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7058	70.58%
Acute Oral Toxicity (c)	III	0.6110	61.10%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.6993	69.93%
Thyroid receptor binding	+	0.5214	52.14%
Glucocorticoid receptor binding	-	0.4677	46.77%
Aromatase binding	+	0.6515	65.15%
PPAR gamma	+	0.5962	59.62%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.6774	67.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.99%	93.10%
CHEMBL1914	P06276	Butyrylcholinesterase	96.98%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.24%	98.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.35%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.13%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.92%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.75%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	91.43%	90.17%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	90.17%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	89.08%	89.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL5028	O14672	ADAM10	87.69%	97.50%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	87.28%	98.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.12%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.91%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.98%	89.00%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.98%	92.12%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.80%	93.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.95%	94.66%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.67%	82.38%
CHEMBL2514	O95665	Neurotensin receptor 2	81.57%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.66%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.58%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.42%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.37%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589717
• LOTUS: LTS0124504
• wikiData: Q105236321