alpha-1-C-(2-Hydroxypropyl)-1,4-dideoxy-1,4-imino-D-arabinitol

Details

• Internal ID: 90639762-05e3-4577-a104-c17c1d40929d
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: (2R,3R,4R,5R)-2-(hydroxymethyl)-5-(2-hydroxypropyl)pyrrolidine-3,4-diol
• SMILES (Canonical): CC(CC1C(C(C(N1)CO)O)O)O
• SMILES (Isomeric): CC(C[C@@H]1[C@H]([C@@H]([C@H](N1)CO)O)O)O
• InChI: InChI=1S/C8H17NO4/c1-4(11)2-5-7(12)8(13)6(3-10)9-5/h4-13H,2-3H2,1H3/t4?,5-,6-,7-,8-/m1/s1
• InChI Key: SKCBFFYDHKQEQU-NMBMWNOXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₇NO₄
• Molecular Weight: 191.22 g/mol
• Exact Mass: 191.11575802 g/mol
• Topological Polar Surface Area (TPSA): 93.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.19
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• BDBM50242065
• alpha-1-C-(2-Hydroxypropyl)-1,4-dideoxy-1,4-imino-D-arabinitol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8011	80.11%
Caco-2	-	0.9289	92.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4474	44.74%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9588	95.88%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9730	97.30%
P-glycoprotein inhibitior	-	0.9713	97.13%
P-glycoprotein substrate	-	0.8673	86.73%
CYP3A4 substrate	-	0.6691	66.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4466	44.66%
CYP3A4 inhibition	-	0.9886	98.86%
CYP2C9 inhibition	-	0.9313	93.13%
CYP2C19 inhibition	-	0.9561	95.61%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	-	0.9245	92.45%
CYP2C8 inhibition	-	0.9763	97.63%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7108	71.08%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.8747	87.47%
Skin irritation	-	0.7825	78.25%
Skin corrosion	-	0.8744	87.44%
Ames mutagenesis	-	0.7083	70.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.5840	58.40%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.5876	58.76%
skin sensitisation	-	0.8888	88.88%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4580	45.80%
Acute Oral Toxicity (c)	III	0.5692	56.92%
Estrogen receptor binding	-	0.8299	82.99%
Androgen receptor binding	-	0.7607	76.07%
Thyroid receptor binding	-	0.5530	55.30%
Glucocorticoid receptor binding	-	0.6038	60.38%
Aromatase binding	-	0.6549	65.49%
PPAR gamma	-	0.7917	79.17%
Honey bee toxicity	-	0.8885	88.85%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.9645	96.45%

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	96.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.27%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	91.26%	97.79%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	89.82%	94.55%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.55%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.20%	96.47%
CHEMBL2885	P07451	Carbonic anhydrase III	84.67%	87.45%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.83%	97.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.33%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.03%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.01%	94.45%

Plants that contains it

• Scilla peruviana

Cross-Links

• PubChem: 11183118
• LOTUS: LTS0272550
• wikiData: Q105254716