3-[(6S,9S)-6-anilino-8,11-dioxo-7,9-dihydro-6H-pyrido[2,1-b]quinazolin-9-yl]propanamide

Details

• Internal ID: ce53a7a2-d096-4c76-a56f-99d04111e8f0
• Taxonomy: Organoheterocyclic compounds > Pyridopyrimidines
• IUPAC Name: 3-[(6S,9S)-6-anilino-8,11-dioxo-7,9-dihydro-6H-pyrido[2,1-b]quinazolin-9-yl]propanamide
• SMILES (Canonical): C1C(C2=NC3=CC=CC=C3C(=O)N2C(C1=O)CCC(=O)N)NC4=CC=CC=C4
• SMILES (Isomeric): C1[C@@H](C2=NC3=CC=CC=C3C(=O)N2[C@H](C1=O)CCC(=O)N)NC4=CC=CC=C4
• InChI: InChI=1S/C21H20N4O3/c22-19(27)11-10-17-18(26)12-16(23-13-6-2-1-3-7-13)20-24-15-9-5-4-8-14(15)21(28)25(17)20/h1-9,16-17,23H,10-12H2,(H2,22,27)/t16-,17-/m0/s1
• InChI Key: WLUVMRPCQHOBCZ-IRXDYDNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀N₄O₃
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15354051 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	-	0.7003	70.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6047	60.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8040	80.40%
P-glycoprotein inhibitior	-	0.4662	46.62%
P-glycoprotein substrate	-	0.6131	61.31%
CYP3A4 substrate	+	0.5648	56.48%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8229	82.29%
CYP3A4 inhibition	+	0.8382	83.82%
CYP2C9 inhibition	+	0.6043	60.43%
CYP2C19 inhibition	+	0.6619	66.19%
CYP2D6 inhibition	-	0.8654	86.54%
CYP1A2 inhibition	-	0.6037	60.37%
CYP2C8 inhibition	+	0.5544	55.44%
CYP inhibitory promiscuity	+	0.7371	73.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9980	99.80%
Skin irritation	-	0.8033	80.33%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7872	78.72%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6475	64.75%
skin sensitisation	-	0.9060	90.60%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7711	77.11%
Acute Oral Toxicity (c)	III	0.5915	59.15%
Estrogen receptor binding	+	0.7662	76.62%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	+	0.5197	51.97%
Glucocorticoid receptor binding	+	0.6001	60.01%
Aromatase binding	+	0.6942	69.42%
PPAR gamma	+	0.7176	71.76%
Honey bee toxicity	-	0.9385	93.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.6226	62.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.50%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	84.98%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.60%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	84.42%	90.17%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.36%	88.42%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.67%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106430
• LOTUS: LTS0009308
• wikiData: Q105308233