Antimycin A2a

Details

• Internal ID: 819d245d-f8fe-4cb9-b174-0725cc25b308
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Acylaminobenzoic acid and derivatives
• IUPAC Name: [(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 2-methylpropanoate
• SMILES (Canonical): CCCCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)C(C)C
• SMILES (Isomeric): CCCCCC[C@@H]1[C@H]([C@@H](OC(=O)[C@H]([C@H](OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)C(C)C
• InChI: InChI=1S/C27H38N2O9/c1-6-7-8-9-11-19-23(38-25(33)15(2)3)17(5)37-27(35)21(16(4)36-26(19)34)29-24(32)18-12-10-13-20(22(18)31)28-14-30/h10,12-17,19,21,23,31H,6-9,11H2,1-5H3,(H,28,30)(H,29,32)/t16-,17+,19-,21+,23+/m1/s1
• InChI Key: KHLDVDGEVBRYTL-JABWOZRQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈N₂O₉
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.25773079 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

• UNII-745M0KNN2Y
• 745M0KNN2Y
• CHEMBL4287406
• 28068-15-7
• [(2r,3s,6s,7r,8r)-3-[(3-Formamido-2-Oxidanyl-Phenyl)carbonylamino]-8-Hexyl-2,6-Dimethyl-4,9-Bis(Oxidanylidene)-1,5-Dioxonan-7-Yl] 2-Methylpropanoate
• Propanoic acid, 2-methyl-, 8-((3-(formylamino)-2-hydroxybenzoyl)amino)-5-hexyl-2,7-dimethyl-5,9-dioxo-1,5-dioxonan-3-yl ester, (2R-(2R*,3S*,6S*,7R*,8R*))-
• Salicylamide, 3-formamido-N-(7-hexyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-1,5-dioxonan-3-yl)-, 8-isobutyrate
• BDBM50469150
• AY1
• Q27266249
• PROPANOIC ACID, 2-METHYL-, (2R,3S,6S,7R,8R)-3-((3-(FORMYLAMINO)-2-HYDROXYBENZOYL)AMINO)-8-HEXYL-2,6-DIMETHYL-4,9-DIOXO-1,5-DIOXONAN-7-YL ESTER

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6225	62.25%
Caco-2	-	0.7734	77.34%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	-	0.5541	55.41%
OATP1B3 inhibitior	-	0.4796	47.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9322	93.22%
BSEP inhibitior	+	0.7931	79.31%
P-glycoprotein inhibitior	-	0.5437	54.37%
P-glycoprotein substrate	+	0.7184	71.84%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	+	0.8087	80.87%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	+	0.8361	83.61%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8721	87.21%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.8821	88.21%
CYP2C8 inhibition	+	0.6381	63.81%
CYP inhibitory promiscuity	-	0.8309	83.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7079	70.79%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.8128	81.28%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5768	57.68%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8321	83.21%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6530	65.30%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5404	54.04%
Acute Oral Toxicity (c)	III	0.7647	76.47%
Estrogen receptor binding	+	0.8161	81.61%
Androgen receptor binding	+	0.7434	74.34%
Thyroid receptor binding	+	0.5461	54.61%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.5941	59.41%
PPAR gamma	+	0.7713	77.13%
Honey bee toxicity	-	0.8270	82.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8313	83.13%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.56%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.57%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	93.71%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.59%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.37%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.58%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	91.89%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.14%	99.23%
CHEMBL3891	P07384	Calpain 1	90.16%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.08%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.06%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.56%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.91%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.60%	96.47%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.06%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%

Plants that contains it

• Allium ampeloprasum
• Artemisia gmelinii
• Drimia altissima
• Helenium amarum
• Scutellaria viscidula
• Senecio retrorsus
• Taxus wallichiana

Cross-Links

• PubChem: 447434
• NPASS: NPC254100
• LOTUS: LTS0131448
• wikiData: Q27266249