Cyanogramide

Details

• Internal ID: ece835ed-1524-4887-b5db-a8d715225358
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3R,3'S)-3'-methoxy-1,3'-dimethyl-2'-[(E)-2-phenylethenyl]spiro[indole-3,6'-pyrrolo[1,2-c]imidazole]-1',2,5'-trione
• SMILES (Canonical): CC1(N(C(=O)C2=CC3(C4=CC=CC=C4N(C3=O)C)C(=O)N21)C=CC5=CC=CC=C5)OC
• SMILES (Isomeric): C[C@@]1(N(C(=O)C2=C[C@]3(C4=CC=CC=C4N(C3=O)C)C(=O)N21)/C=C/C5=CC=CC=C5)OC
• InChI: InChI=1S/C24H21N3O4/c1-23(31-3)26(14-13-16-9-5-4-6-10-16)20(28)19-15-24(22(30)27(19)23)17-11-7-8-12-18(17)25(2)21(24)29/h4-15H,1-3H3/b14-13+/t23-,24+/m0/s1
• InChI Key: PLQBGVIHNRFEKK-FGTQWKHKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₁N₃O₄
• Molecular Weight: 415.40 g/mol
• Exact Mass: 415.15320616 g/mol
• Topological Polar Surface Area (TPSA): 70.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL4763301

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.5975	59.75%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5785	57.85%
OATP2B1 inhibitior	-	0.7103	71.03%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9291	92.91%
P-glycoprotein inhibitior	+	0.8012	80.12%
P-glycoprotein substrate	-	0.7329	73.29%
CYP3A4 substrate	+	0.5903	59.03%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	-	0.5705	57.05%
CYP2C9 inhibition	-	0.7307	73.07%
CYP2C19 inhibition	-	0.5970	59.70%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.5406	54.06%
CYP2C8 inhibition	+	0.5477	54.77%
CYP inhibitory promiscuity	-	0.6305	63.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5182	51.82%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7091	70.91%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8858	88.58%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8305	83.05%
Nephrotoxicity	-	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.5387	53.87%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.7164	71.64%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.6482	64.82%
Aromatase binding	+	0.5268	52.68%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.8667	86.67%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9679	96.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.52%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.94%	94.62%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.09%	92.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.96%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.69%	93.40%
CHEMBL230	P35354	Cyclooxygenase-2	81.68%	89.63%
CHEMBL1951	P21397	Monoamine oxidase A	80.69%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.62%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102143687
• LOTUS: LTS0084546
• wikiData: Q77376937