Nocardimicin C

Details

• Internal ID: df93ee7f-a490-49bf-8816-2d74aa657f51
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: [2-methyl-1-oxo-1-[(2-oxoazepan-3-yl)amino]tetradecan-3-yl] 6-[acetyl(hydroxy)amino]-2-[[2-(2-hydroxyphenyl)-1,3-oxazole-4-carbonyl]amino]hexanoate
• SMILES (Canonical): CCCCCCCCCCCC(C(C)C(=O)NC1CCCCNC1=O)OC(=O)C(CCCCN(C(=O)C)O)NC(=O)C2=COC(=N2)C3=CC=CC=C3O
• SMILES (Isomeric): CCCCCCCCCCCC(C(C)C(=O)NC1CCCCNC1=O)OC(=O)C(CCCCN(C(=O)C)O)NC(=O)C2=COC(=N2)C3=CC=CC=C3O
• InChI: InChI=1S/C39H59N5O9/c1-4-5-6-7-8-9-10-11-12-23-34(27(2)35(47)41-30-20-15-17-24-40-36(30)48)53-39(50)31(21-16-18-25-44(51)28(3)45)42-37(49)32-26-52-38(43-32)29-19-13-14-22-33(29)46/h13-14,19,22,26-27,30-31,34,46,51H,4-12,15-18,20-21,23-25H2,1-3H3,(H,40,48)(H,41,47)(H,42,49)
• InChI Key: ZRSRFOLUVALIAN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₉N₅O₉
• Molecular Weight: 741.90 g/mol
• Exact Mass: 741.43127848 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.81
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 23

Synonyms

• CHEMBL507760
• BDBM50241914
• lysine, N~6~-acetyl-N~6~-hydroxy-N~2~-[[2-(2-hydroxyphenyl)-4-oxazolyl]carbonyl]-, 1-[2-[(hexahydro-2-oxo-1H-azepin-3-yl)amino]-1-methyl-2-oxoethyl]dodecyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8012	80.12%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5200	52.00%
OATP2B1 inhibitior	-	0.5748	57.48%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8311	83.11%
BSEP inhibitior	+	0.9707	97.07%
P-glycoprotein inhibitior	+	0.7719	77.19%
P-glycoprotein substrate	+	0.8144	81.44%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	0.5868	58.68%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	+	0.8952	89.52%
CYP2C9 inhibition	-	0.7339	73.39%
CYP2C19 inhibition	-	0.7419	74.19%
CYP2D6 inhibition	-	0.7717	77.17%
CYP1A2 inhibition	-	0.7650	76.50%
CYP2C8 inhibition	+	0.6450	64.50%
CYP inhibitory promiscuity	-	0.7226	72.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.5792	57.92%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5153	51.53%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6588	65.88%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	+	0.8361	83.61%
Androgen receptor binding	+	0.8043	80.43%
Thyroid receptor binding	-	0.4945	49.45%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	+	0.6318	63.18%
PPAR gamma	+	0.6822	68.22%
Honey bee toxicity	-	0.7887	78.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9558	95.58%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	970 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.91%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.69%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.94%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.61%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.19%	93.10%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	92.05%	91.81%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.90%	96.38%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.50%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.29%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.00%	90.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.82%	98.33%
CHEMBL3524	P56524	Histone deacetylase 4	90.78%	92.97%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.53%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.84%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.72%	92.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.09%	83.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.60%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.27%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.25%	94.73%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.66%	88.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.43%	93.03%
CHEMBL2535	P11166	Glucose transporter	83.62%	98.75%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.61%	95.00%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	82.88%	95.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.83%	92.88%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.49%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.13%	89.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.79%	98.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3013847
• LOTUS: LTS0156177
• wikiData: Q77310144