CID 776133

Details

• Internal ID: 7354c6f1-9680-41ce-bbd5-730b2679985e
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: (3R)-3-hydroxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one
• SMILES (Canonical): C1CN2C(=NC3=CC=CC=C3C2=O)C1O
• SMILES (Isomeric): C1CN2C(=NC3=CC=CC=C3C2=O)[C@@H]1O
• InChI: InChI=1S/C11H10N2O2/c14-9-5-6-13-10(9)12-8-4-2-1-3-7(8)11(13)15/h1-4,9,14H,5-6H2/t9-/m1/s1
• InChI Key: SDIVYZXRQHWCKF-SECBINFHSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.074227566 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (-)-Vasicinone;l-Vasicinone
• CHEMBL4218004
• A1-06844
• (R)-3-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.6429	64.29%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8597	85.97%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.9625	96.25%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6205	62.05%
BSEP inhibitior	-	0.9338	93.38%
P-glycoprotein inhibitior	-	0.9826	98.26%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6200	62.00%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.9110	91.10%
CYP2C9 inhibition	-	0.7627	76.27%
CYP2C19 inhibition	-	0.7774	77.74%
CYP2D6 inhibition	-	0.8485	84.85%
CYP1A2 inhibition	+	0.6642	66.42%
CYP2C8 inhibition	-	0.8961	89.61%
CYP inhibitory promiscuity	-	0.5531	55.31%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6289	62.89%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.6548	65.48%
Skin irritation	-	0.8299	82.99%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7218	72.18%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8981	89.81%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4683	46.83%
Acute Oral Toxicity (c)	II	0.4825	48.25%
Estrogen receptor binding	+	0.5540	55.40%
Androgen receptor binding	-	0.6347	63.47%
Thyroid receptor binding	-	0.5925	59.25%
Glucocorticoid receptor binding	-	0.4694	46.94%
Aromatase binding	-	0.6816	68.16%
PPAR gamma	+	0.7185	71.85%
Honey bee toxicity	-	0.9590	95.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.9390	93.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.16%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.46%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.61%	96.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.29%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.20%	96.09%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.91%	98.46%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.58%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.99%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.15%	89.00%

Plants that contains it

• Anisotes trisulcus
• Galega battiscombei
• Justicia adhatoda
• Linaria vulgaris
• Nitraria sibirica
• Peganum harmala
• Peganum nigellastrum
• Sida cordifolia

Cross-Links

• PubChem: 776133
• NPASS: NPC81931
• LOTUS: LTS0011690
• wikiData: Q104384682