Sangivamycin

Details

• Internal ID: 92c7648f-8401-49ec-9c26-7e65cc0587db
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrrolopyrimidine nucleosides and nucleotides
• IUPAC Name: 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide
• InChI: InChI=1S/C12H15N5O5/c13-9-6-4(10(14)21)1-17(11(6)16-3-15-9)12-8(20)7(19)5(2-18)22-12/h1,3,5,7-8,12,18-20H,2H2,(H2,14,21)(H2,13,15,16)/t5-,7-,8-,12-/m1/s1
• InChI Key: OBZJZDHRXBKKTJ-JTFADIMSSA-N
• Popularity: 205 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅N₅O₅
• Molecular Weight: 309.28 g/mol
• Exact Mass: 309.10731860 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.28
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 18417-89-5
• 7-Deazaadenosine-7-carboxamide
• L8YQ8Z3T9T
• 7-Deaza-7-carbamoyladenosine
• Antibiotic B-14437
• CHEMBL101892
• CHEBI:85997
• NSC-65346
• 4-amino-7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide
• 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine-5-carboxamide
• B-14437
• 4-amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide
• 7H-Pyrrolo[2,3-d]pyrimidine-5-carboxamide, 4-amino-7-.beta.-D-ribofuranosyl-
• BRN 0626355
• Sanzivamycin
• Sangivamycin, hydrochloride
• 3nyn
• 7H-Pyrrolo(2,3-d)pyrimidine-5-carboxamide, 4-amino-7-.beta.-D-ribofuranosyl-
• BA-90912
• SGV
• UNII-L8YQ8Z3T9T
• cid_5153
• BIDD:GT0419
• SCHEMBL195540
• 4-Amino-7-.beta.-D-ribofuranosyl-7H-pyrrolo(2,3-d)pyrimidine-5-carboxamide
• OBZJZDHRXBKKTJ-JTFADIMSSA-N
• DTXSID601028118
• BDBM50049820
• 7H-Pyrrolo(2,3-d)pyrimidine-5-carboxamide, 4-amino-7-beta-D-ribofuranosyl-
• AKOS040759898
• 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide
• MS-24486
• HY-118384
• CS-0065802
• J-011802
• Q27158840
• 4-Amino-5-carboxamide-7-(D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
• 4-amino-7-(beta-d-ribofuranosyl)-7h-pyrrolo[2,3-d]pyrimidine-5-carboxamide
• 4-amino-7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide
• 4-Amino-7-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide
• 4-Amino-7-(3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide
• 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6106	61.06%
Caco-2	-	0.9256	92.56%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.3847	38.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9461	94.61%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8647	86.47%
P-glycoprotein inhibitior	-	0.8456	84.56%
P-glycoprotein substrate	-	0.8741	87.41%
CYP3A4 substrate	-	0.5667	56.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.9675	96.75%
CYP2C9 inhibition	-	0.9514	95.14%
CYP2C19 inhibition	-	0.9512	95.12%
CYP2D6 inhibition	-	0.9775	97.75%
CYP1A2 inhibition	-	0.9576	95.76%
CYP2C8 inhibition	-	0.8328	83.28%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9679	96.79%
Skin irritation	-	0.7751	77.51%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6091	60.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6022	60.22%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	-	0.5153	51.53%
skin sensitisation	-	0.8680	86.80%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6573	65.73%
Acute Oral Toxicity (c)	I	0.7466	74.66%
Estrogen receptor binding	+	0.7096	70.96%
Androgen receptor binding	+	0.6487	64.87%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	+	0.5437	54.37%
Aromatase binding	+	0.8581	85.81%
PPAR gamma	+	0.8200	82.00%
Honey bee toxicity	-	0.8929	89.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.8844	88.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL3589	P55263	Adenosine kinase	98.60%	98.05%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	94.67%	100.00%
CHEMBL2346486	P40261	Nicotinamide N-methyltransferase	88.44%	83.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.84%	94.00%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	85.29%	95.44%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.13%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.88%	87.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.64%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.85%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.68%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.23%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.45%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.40%	86.92%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.90%	80.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.55%	82.86%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.25%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14978
• LOTUS: LTS0006799
• wikiData: Q27158840