Dapiramicin

Details

• Internal ID: f859acfa-805c-456c-b846-864dc7ca63bf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]amino]-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• SMILES (Canonical): CC1C(C(C(C(O1)NC2=NC3=C(C(=CN3)C#N)C(=N2)OC)O)O)OC4C(C(C(C(O4)CO)OC)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)NC2=NC3=C(C(=CN3)C#N)C(=N2)OC)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)OC)O)O
• InChI: InChI=1S/C21H29N5O10/c1-7-15(36-20-14(31)12(29)16(32-2)9(6-27)35-20)11(28)13(30)19(34-7)26-21-24-17-10(18(25-21)33-3)8(4-22)5-23-17/h5,7,9,11-16,19-20,27-31H,6H2,1-3H3,(H2,23,24,25,26)/t7-,9-,11-,12-,13-,14-,15-,16-,19+,20+/m1/s1
• InChI Key: ZBQJUUDIPOFIAD-CQTPLZCRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₉N₅O₁₀
• Molecular Weight: 511.50 g/mol
• Exact Mass: 511.19144214 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.44
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 67298-15-1
• Dapiramicin A
• 1H-Pyrrolo(2,3-d)pyrimidine-5-carbonitrile, 2-((6-deoxy-4-O-(4-O-methyl-beta-D-glucopyranosyl)-alpha-D-glucopyranosyl)amino)-4-methoxy-
• Antibiotic SF 1917
• SF 1917
• BRN 4731179
• SCHEMBL6922767
• DTXSID30217664
• 2-[[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]amino]-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5886	58.86%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Plasma membrane	0.4456	44.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5789	57.89%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5229	52.29%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	0.7989	79.89%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.6782	67.82%
CYP2C9 inhibition	-	0.6779	67.79%
CYP2C19 inhibition	-	0.7974	79.74%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	-	0.7522	75.22%
CYP2C8 inhibition	+	0.4687	46.87%
CYP inhibitory promiscuity	-	0.6945	69.45%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5084	50.84%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.8017	80.17%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.5009	50.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.4897	48.97%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6724	67.24%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8263	82.63%
Acute Oral Toxicity (c)	III	0.6062	60.62%
Estrogen receptor binding	+	0.7113	71.13%
Androgen receptor binding	-	0.4949	49.49%
Thyroid receptor binding	+	0.6177	61.77%
Glucocorticoid receptor binding	-	0.5191	51.91%
Aromatase binding	+	0.7244	72.44%
PPAR gamma	+	0.7527	75.27%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.7502	75.02%

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	97.26%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.95%	83.82%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	96.01%	95.83%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.66%	80.96%
CHEMBL226	P30542	Adenosine A1 receptor	89.07%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.92%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.54%	90.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	87.00%	99.00%
CHEMBL3401	O75469	Pregnane X receptor	86.97%	94.73%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.68%	97.03%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.46%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.19%	89.44%
CHEMBL1871	P10275	Androgen Receptor	84.97%	96.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.37%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.77%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.70%	92.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.68%	93.65%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.21%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.43%	93.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.27%	96.77%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.60%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5489126
• LOTUS: LTS0140724
• wikiData: Q76309667