2,5-Dideoxy-2,5-imino-glycero-D-manno-heptitol

Details

• Internal ID: f2866606-208c-4853-85e9-613e20e85c2b
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: (2R,3R,4R,5R)-2-[(1S)-1,2-dihydroxyethyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol
• SMILES (Canonical): C(C1C(C(C(N1)C(CO)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H](N1)[C@@H](CO)O)O)O)O
• InChI: InChI=1S/C7H15NO5/c9-1-3-6(12)7(13)5(8-3)4(11)2-10/h3-13H,1-2H2/t3-,4-,5-,6-,7-/m1/s1
• InChI Key: ZJRUOSSQTZGFJV-NYMZXIIRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₅NO₅
• Molecular Weight: 193.20 g/mol
• Exact Mass: 193.09502258 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -3.61
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• 2,5-Dideoxy-2,5-imino-glycero-D-manno-heptitol
• SCHEMBL7818286
• BDBM50375513

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7266	72.66%
Caco-2	-	0.9478	94.78%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4185	41.85%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9642	96.42%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9738	97.38%
P-glycoprotein inhibitior	-	0.9782	97.82%
P-glycoprotein substrate	-	0.8799	87.99%
CYP3A4 substrate	-	0.6401	64.01%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	+	0.4032	40.32%
CYP3A4 inhibition	-	0.9865	98.65%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	-	0.9624	96.24%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.8993	89.93%
CYP2C8 inhibition	-	0.9603	96.03%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6899	68.99%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9530	95.30%
Skin irritation	-	0.7519	75.19%
Skin corrosion	-	0.7856	78.56%
Ames mutagenesis	-	0.5883	58.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.6049	60.49%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.6535	65.35%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6550	65.50%
Acute Oral Toxicity (c)	III	0.5950	59.50%
Estrogen receptor binding	-	0.8894	88.94%
Androgen receptor binding	-	0.8166	81.66%
Thyroid receptor binding	-	0.7353	73.53%
Glucocorticoid receptor binding	-	0.5830	58.30%
Aromatase binding	-	0.8363	83.63%
PPAR gamma	-	0.8348	83.48%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8734	87.34%
Fish aquatic toxicity	-	0.9937	99.37%

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	94.92%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.98%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.05%	98.95%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	82.14%	94.55%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.73%	97.23%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.47%	97.29%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.41%	92.88%

Plants that contains it

• Scilla siberica
• Suregada glomerulata

Cross-Links

• PubChem: 10198040
• LOTUS: LTS0045700
• wikiData: Q105378096