Nocardicyclin B

Details

• Internal ID: 05d1db2d-b721-4b3b-a8b7-fea52782e844
• Taxonomy: Phenylpropanoids and polyketides > Anthracyclines
• IUPAC Name: [(2S,3S,4S,6S)-4-(dimethylamino)-2,4-dimethyl-6-[[(1R,2R,3R)-3,10,12-trihydroxy-2,7-dimethoxy-3-methyl-4,6,11-trioxo-1,2-dihydrotetracen-1-yl]oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(C(C(=O)C3=CC4=C(C(=C23)O)C(=O)C5=C(C=CC(=C5C4=O)OC)O)(C)O)OC)(C)N(C)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@@](C[C@@H](O1)O[C@H]2[C@H]([C@@](C(=O)C3=CC4=C(C(=C23)O)C(=O)C5=C(C=CC(=C5C4=O)OC)O)(C)O)OC)(C)N(C)C)OC(=O)C
• InChI: InChI=1S/C32H37NO12/c1-13-29(44-14(2)34)31(3,33(5)6)12-19(43-13)45-27-21-16(28(39)32(4,40)30(27)42-8)11-15-20(25(21)37)26(38)22-17(35)9-10-18(41-7)23(22)24(15)36/h9-11,13,19,27,29-30,35,37,40H,12H2,1-8H3/t13-,19-,27+,29+,30+,31-,32-/m0/s1
• InChI Key: KSIJUTXUYOOHKG-WAPWPLBUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₇NO₁₂
• Molecular Weight: 627.60 g/mol
• Exact Mass: 627.23157562 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• [(2S,3S,4S,6S)-4-(dimethylamino)-2,4-dimethyl-6-[[(1R,2R,3R)-3,10,12-trihydroxy-2,7-dimethoxy-3-methyl-4,6,11-trioxo-1,2-dihydrotetracen-1-yl]oxy]oxan-3-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8142	81.42%
Caco-2	-	0.8167	81.67%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3786	37.86%
OATP2B1 inhibitior	-	0.5645	56.45%
OATP1B1 inhibitior	+	0.8790	87.90%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9228	92.28%
P-glycoprotein inhibitior	+	0.7873	78.73%
P-glycoprotein substrate	+	0.7216	72.16%
CYP3A4 substrate	+	0.7023	70.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.7750	77.50%
CYP2C9 inhibition	-	0.8327	83.27%
CYP2C19 inhibition	-	0.8045	80.45%
CYP2D6 inhibition	-	0.8041	80.41%
CYP1A2 inhibition	+	0.7092	70.92%
CYP2C8 inhibition	+	0.5474	54.74%
CYP inhibitory promiscuity	-	0.8953	89.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5561	55.61%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.8134	81.34%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	+	0.7972	79.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.5962	59.62%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8973	89.73%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5695	56.95%
Acute Oral Toxicity (c)	III	0.6134	61.34%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.7042	70.42%
Thyroid receptor binding	+	0.5757	57.57%
Glucocorticoid receptor binding	+	0.8424	84.24%
Aromatase binding	+	0.7104	71.04%
PPAR gamma	+	0.7592	75.92%
Honey bee toxicity	-	0.7246	72.46%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.9212	92.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.00%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.52%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.35%	96.38%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.59%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	95.01%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.18%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	94.13%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.34%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.09%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.41%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.42%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.09%	82.38%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.03%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.59%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	88.40%	83.82%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.16%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.08%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.06%	91.03%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.03%	94.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.64%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.61%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.49%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.44%	97.09%
CHEMBL2535	P11166	Glucose transporter	82.90%	98.75%
CHEMBL261	P00915	Carbonic anhydrase I	81.68%	96.76%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.40%	97.28%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.95%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10438967
• LOTUS: LTS0189175
• wikiData: Q77520849