(1R,2S,5R)-5-[(8R)-8-hydroxy-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-3-yl]-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol

Details

• Internal ID: 890a41d3-1337-4e2a-a52e-9f29e2b778f6
• Taxonomy: Organoheterocyclic compounds > Imidazodiazepines
• IUPAC Name: (1R,2S,5R)-5-[(8R)-8-hydroxy-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-3-yl]-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
• SMILES (Canonical): C1C(C2=C(NC=N1)N(C=N2)C3C=C(C(C3O)O)CO)O
• SMILES (Isomeric): C1[C@H](C2=C(NC=N1)N(C=N2)[C@@H]3C=C([C@@H]([C@@H]3O)O)CO)O
• InChI: InChI=1S/C12H16N4O4/c17-3-6-1-7(11(20)10(6)19)16-5-15-9-8(18)2-13-4-14-12(9)16/h1,4-5,7-8,10-11,17-20H,2-3H2,(H,13,14)/t7-,8-,10+,11-/m1/s1
• InChI Key: WJSAFKJWCOMTLH-DEKFOEGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆N₄O₄
• Molecular Weight: 280.28 g/mol
• Exact Mass: 280.11715500 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -1.43
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9032	90.32%
Caco-2	-	0.7804	78.04%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.4703	47.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9005	90.05%
P-glycoprotein inhibitior	-	0.9500	95.00%
P-glycoprotein substrate	-	0.5771	57.71%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7991	79.91%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.9609	96.09%
CYP2C9 inhibition	-	0.8574	85.74%
CYP2C19 inhibition	-	0.8382	83.82%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.6875	68.75%
CYP2C8 inhibition	-	0.7570	75.70%
CYP inhibitory promiscuity	-	0.9313	93.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9859	98.59%
Skin irritation	-	0.7405	74.05%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6176	61.76%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8188	81.88%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.9336	93.36%
Acute Oral Toxicity (c)	III	0.5840	58.40%
Estrogen receptor binding	-	0.6489	64.89%
Androgen receptor binding	-	0.7101	71.01%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	-	0.4689	46.89%
Aromatase binding	+	0.7592	75.92%
PPAR gamma	-	0.5088	50.88%
Honey bee toxicity	-	0.9100	91.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.7417	74.17%

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	97.62%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.69%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.90%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.97%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	83.51%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.35%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.27%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.18%	88.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.84%	98.46%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162893132
• LOTUS: LTS0250453
• wikiData: Q105307026