(3S)-3-[(9R)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-9-yl]-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one

Details

• Internal ID: 88de65f5-ffe6-437d-ae64-3b59150246e9
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: (3S)-3-[(9R)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-9-yl]-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one
• SMILES (Canonical): C1CC2=NC3=CC=CC=C3C(N2C1)C4CCN5C4=NC6=CC=CC=C6C5=O
• SMILES (Isomeric): C1CC2=NC3=CC=CC=C3[C@H](N2C1)[C@@H]4CCN5C4=NC6=CC=CC=C6C5=O
• InChI: InChI=1S/C22H20N4O/c27-22-15-7-2-4-9-18(15)24-21-16(11-13-26(21)22)20-14-6-1-3-8-17(14)23-19-10-5-12-25(19)20/h1-4,6-9,16,20H,5,10-13H2/t16-,20-/m0/s1
• InChI Key: MEKKILNPFAZRMA-JXFKEZNVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀N₄O
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16371127 g/mol
• Topological Polar Surface Area (TPSA): 48.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5336	53.36%
Blood Brain Barrier	+	0.9538	95.38%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8292	82.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	+	0.7678	76.78%
BSEP inhibitior	+	0.9330	93.30%
P-glycoprotein inhibitior	+	0.8351	83.51%
P-glycoprotein substrate	-	0.6832	68.32%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	0.5982	59.82%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	+	0.5900	59.00%
CYP2C9 inhibition	-	0.6732	67.32%
CYP2C19 inhibition	-	0.5316	53.16%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	+	0.9276	92.76%
CYP2C8 inhibition	+	0.5524	55.24%
CYP inhibitory promiscuity	+	0.7047	70.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6510	65.10%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9960	99.60%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7253	72.53%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8755	87.55%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6334	63.34%
Acute Oral Toxicity (c)	II	0.5599	55.99%
Estrogen receptor binding	+	0.6719	67.19%
Androgen receptor binding	+	0.6342	63.42%
Thyroid receptor binding	+	0.5693	56.93%
Glucocorticoid receptor binding	+	0.6115	61.15%
Aromatase binding	+	0.6719	67.19%
PPAR gamma	+	0.6869	68.69%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.6941	69.41%

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	96.06%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.89%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.78%	99.23%
CHEMBL240	Q12809	HERG	92.69%	89.76%
CHEMBL5805	Q9NR97	Toll-like receptor 8	91.59%	96.25%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	90.66%	98.46%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	87.22%	91.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.06%	93.04%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.91%	93.99%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.68%	96.39%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.47%	95.83%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.37%	92.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.88%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.23%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.39%	97.09%
CHEMBL3384	Q16512	Protein kinase N1	83.06%	80.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.87%	93.40%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	82.74%	90.71%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	82.54%	87.50%
CHEMBL3202	P48147	Prolyl endopeptidase	81.88%	90.65%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.26%	96.67%

Plants that contains it

• Peganum harmala

Cross-Links

• PubChem: 21769549
• LOTUS: LTS0184090
• wikiData: Q105162282