Bicozamycin

Details

• Internal ID: bbc68ba5-1887-4e5d-b3f1-02b317dbb0f5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,6R)-6-hydroxy-5-methylidene-1-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-2-oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione
• SMILES (Canonical): CC(CO)(C(C12C(=O)NC(C(=C)CCO1)(C(=O)N2)O)O)O
• SMILES (Isomeric): C[C@](CO)([C@@H]([C@@]12C(=O)N[C@@](C(=C)CCO1)(C(=O)N2)O)O)O
• InChI: InChI=1S/C12H18N2O7/c1-6-3-4-21-12(7(16)10(2,19)5-15)9(18)13-11(6,20)8(17)14-12/h7,15-16,19-20H,1,3-5H2,2H3,(H,13,18)(H,14,17)/t7-,10-,11+,12-/m0/s1
• InChI Key: WOUDXEYYJPOSNE-VKZDFBPFSA-N
• Popularity: 175 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈N₂O₇
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.11140092 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -3.30
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• Bicozamycin
• Aizumycin
• Bacteron
• Antibiotic 5879
• Bicozamycin [INN]
• Bicozamicina
• Bicozamycine
• Bicozamycinum
• 38129-37-2
• CHEBI:60584
• J03U9E2P82
• CGP-3543
• (1S,6R)-6-hydroxy-5-methylidene-1-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-2-oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione
• Bacfeed
• Antibiotic WS 4545
• NSC-180516
• Bicozamycine [INN-French]
• Bicozamycinum [INN-Latin]
• Bicozamicina [INN-Spanish]
• EINECS 253-795-3
• NSC 180516
• WS 4545
• WS-4545
• UNII-J03U9E2P82
• CGP 354E
• FR 1881
• BICOZAMYCIN [JAN]
• BICYCLOMYCIN [MI]
• BICOZAMYCIN [MART.]
• (1R*,6S*)-6-Hydroxy-5-methylene-1-((1R*,2R*)-1,2,3-trihydroxy-2-methylpropyl)-2-oxa-7,9-diazabicyclo(4.2.2)decan-8,10-dione
• WS-4545 ANTIBIOTIC
• CHEMBL1231250
• BDBM22600
• CGP-3543/E
• AKOS040747971
• HY-122071
• CS-0081609
• Q27104872
• (1S,6R)-6-HYDROXY-5-METHYLENE-1-((1S,2S)-1,2,3-TRIHYDROXY-2-METHYLPROPYL)-2-OXA-7,9-DIAZABICYCLO(4.2.2)DECANE-8,10-DIONE
• 8,10-DIAZA-6-HYDROXY-5-METHYLENE-1-(2-METHYL-1,2,3-TRIHYDROXYPROPYL)-2-OXABICYCLO(4.2.2)DECAN-7,9-DIONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6103	61.03%
Caco-2	-	0.7586	75.86%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5627	56.27%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9276	92.76%
BSEP inhibitior	-	0.9783	97.83%
P-glycoprotein inhibitior	-	0.9228	92.28%
P-glycoprotein substrate	-	0.7553	75.53%
CYP3A4 substrate	+	0.5424	54.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.9385	93.85%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.8878	88.78%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9811	98.11%
Skin irritation	-	0.7516	75.16%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6280	62.80%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5701	57.01%
skin sensitisation	-	0.8323	83.23%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7241	72.41%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	+	0.7307	73.07%
Androgen receptor binding	-	0.4828	48.28%
Thyroid receptor binding	+	0.7099	70.99%
Glucocorticoid receptor binding	+	0.6943	69.43%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	-	0.6564	65.64%
Honey bee toxicity	-	0.8387	83.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.8692	86.92%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	398.1 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.10%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.71%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.07%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.61%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.88%	92.88%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.59%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.63%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.49%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.07%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.20%	91.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.68%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.18%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 65807
• LOTUS: LTS0230147
• wikiData: Q27104872