7-Deazadenosine

Details

• Internal ID: 4d8dcf79-2470-4bdf-a836-95c5eb3601d9
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrrolopyrimidine nucleosides and nucleotides
• IUPAC Name: 2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• InChI: InChI=1S/C11H14N4O4/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(18)7(17)6(3-16)19-11/h1-2,4,6-8,11,16-18H,3H2,(H2,12,13,14)
• InChI Key: HDZZVAMISRMYHH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₄O₄
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.10150494 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• Antibiotic 155B2T
• Adenosine, 7-deaza-
• NSC56408
• NSC 56408
• 2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• U 10071
• sparsamycin A
• B 120121
• 4-Amino-7.beta.-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine
• 7.beta.-D-Ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine-4-amine
• SKI 26996
• Antibiotic XK 101-1
• NSC-56408
• (2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• 7-pentofuranosyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine
• U10071
• SCHEMBL1652797
• SCHEMBL20418952
• SCHEMBL23982115
• DTXSID60861614
• HDZZVAMISRMYHH-UHFFFAOYSA-N
• 7H-Pyrrolo(2, 4-amino-7.beta.-D-ribofuranosyl-
• WLN: T56 BN GN INJ FZ I- BT5OTJ CQ DQ E1Q
• 4-Amino-7-(.beta.-D-ribofuranosyl)-pyrrolo(2,3-d)pyrimidine
• 4-Amino-7-.beta.-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine
• 7-.beta.-D-ribofuranosyl-7H-pyrrolo-[2,3-d]pyrimidin-4-amine
• 7H-Pyrrolo(2,3-d)pyrimidine, 4-amino-7.beta.-D-ribofuranosyl-
• 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 7-.beta.-D-ribofuranosyl-
• (2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-tetrahydrofuran-3,4-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5681	56.81%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Nucleus	0.3952	39.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9624	96.24%
P-glycoprotein inhibitior	-	0.9185	91.85%
P-glycoprotein substrate	-	0.9091	90.91%
CYP3A4 substrate	-	0.5857	58.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.9559	95.59%
CYP2C9 inhibition	-	0.9479	94.79%
CYP2C19 inhibition	-	0.9397	93.97%
CYP2D6 inhibition	-	0.9743	97.43%
CYP1A2 inhibition	-	0.9688	96.88%
CYP2C8 inhibition	-	0.7882	78.82%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.7716	77.16%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5121	51.21%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	-	0.5988	59.88%
skin sensitisation	-	0.8661	86.61%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7666	76.66%
Acute Oral Toxicity (c)	I	0.8430	84.30%
Estrogen receptor binding	-	0.5313	53.13%
Androgen receptor binding	+	0.5590	55.90%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6076	60.76%
Aromatase binding	+	0.7652	76.52%
PPAR gamma	+	0.6614	66.14%
Honey bee toxicity	-	0.9152	91.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.9124	91.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137261	O14744	PRMT5/MEP50 complex	98.65%	100.00%
CHEMBL3589	P55263	Adenosine kinase	98.09%	98.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.49%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.97%	93.10%
CHEMBL1795116	O14744	Protein arginine N-methyltransferase 5	80.67%	97.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.48%	98.46%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.30%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5604
• LOTUS: LTS0138061
• wikiData: Q105026690