Streptomycindole

Details

• Internal ID: 0efeba2f-1933-47cd-bf6b-59a8ebc69093
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids > N-acyl-L-alpha-amino acids
• IUPAC Name: (2S)-3-(1H-indol-3-yl)-2-[[(E)-4-methylhex-3-enoyl]amino]propanoic acid
• SMILES (Canonical): CCC(=CCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O)C
• SMILES (Isomeric): CC/C(=C/CC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O)/C
• InChI: InChI=1S/C18H22N2O3/c1-3-12(2)8-9-17(21)20-16(18(22)23)10-13-11-19-15-7-5-4-6-14(13)15/h4-8,11,16,19H,3,9-10H2,1-2H3,(H,20,21)(H,22,23)/b12-8+/t16-/m0/s1
• InChI Key: ATGGIXUEYOJHSA-RCLKMUNOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.16304257 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• DTXSID601223592
• L-Tryptophan, N-[(3E)-4-methyl-1-oxo-3-hexen-1-yl]-
• 1349739-38-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	-	0.8083	80.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.4571	45.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8640	86.40%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9043	90.43%
P-glycoprotein inhibitior	-	0.8704	87.04%
P-glycoprotein substrate	-	0.7127	71.27%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.6016	60.16%
CYP2C9 inhibition	-	0.7025	70.25%
CYP2C19 inhibition	-	0.6711	67.11%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.7773	77.73%
CYP2C8 inhibition	-	0.6322	63.22%
CYP inhibitory promiscuity	-	0.7037	70.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9855	98.55%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8781	87.81%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6765	67.65%
skin sensitisation	-	0.8667	86.67%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7929	79.29%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8156	81.56%
Acute Oral Toxicity (c)	III	0.5372	53.72%
Estrogen receptor binding	-	0.4803	48.03%
Androgen receptor binding	-	0.6258	62.58%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	-	0.4723	47.23%
Aromatase binding	-	0.5871	58.71%
PPAR gamma	+	0.7564	75.64%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.08%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	94.36%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.22%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.12%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.72%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.54%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.51%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.00%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	83.94%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.84%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54758464
• LOTUS: LTS0099484
• wikiData: Q77381009