Bezerramycin C

Details

• Internal ID: 5e936eec-546d-4b49-9bb7-433cd6a03601
• Taxonomy: Organoheterocyclic compounds > Benzoxazines > Phenoxazines
• IUPAC Name: N-[1-cyano-8-(hydroxymethyl)-3-oxophenoxazin-2-yl]acetamide
• SMILES (Canonical): CC(=O)NC1=C(C2=NC3=C(C=CC(=C3)CO)OC2=CC1=O)C#N
• SMILES (Isomeric): CC(=O)NC1=C(C2=NC3=C(C=CC(=C3)CO)OC2=CC1=O)C#N
• InChI: InChI=1S/C16H11N3O4/c1-8(21)18-15-10(6-17)16-14(5-12(15)22)23-13-3-2-9(7-20)4-11(13)19-16/h2-5,20H,7H2,1H3,(H,18,21)
• InChI Key: AFOCUKZGFVPLEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₁N₃O₄
• Molecular Weight: 309.28 g/mol
• Exact Mass: 309.07495584 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9077	90.77%
Caco-2	-	0.8907	89.07%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4938	49.38%
OATP2B1 inhibitior	-	0.5753	57.53%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9219	92.19%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6843	68.43%
P-glycoprotein inhibitior	-	0.7326	73.26%
P-glycoprotein substrate	-	0.6085	60.85%
CYP3A4 substrate	+	0.5812	58.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.7419	74.19%
CYP2C9 inhibition	+	0.6875	68.75%
CYP2C19 inhibition	-	0.7562	75.62%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	+	0.6240	62.40%
CYP2C8 inhibition	+	0.4642	46.42%
CYP inhibitory promiscuity	-	0.7230	72.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7039	70.39%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9475	94.75%
Skin irritation	-	0.8417	84.17%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6113	61.13%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5756	57.56%
Acute Oral Toxicity (c)	III	0.6556	65.56%
Estrogen receptor binding	+	0.7580	75.80%
Androgen receptor binding	+	0.8856	88.56%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8036	80.36%
Aromatase binding	+	0.6220	62.20%
PPAR gamma	+	0.8866	88.66%
Honey bee toxicity	-	0.8746	87.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.6776	67.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.47%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.26%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.61%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.24%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.59%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.08%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.32%	95.83%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.04%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.10%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.73%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.64%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.33%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.96%	90.71%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 46183340
• NPASS: NPC224324
• LOTUS: LTS0208820
• wikiData: Q77376573