(1S,4R,5S,6S,9S,11S,14R,15S,16S,19S)-5,15-dihydroxy-21,22-dithia-3,13-diazaheptacyclo[14.4.1.16,11.01,13.03,11.04,9.014,19]docosane-2,8,12,18-tetrone

Details

• Internal ID: c257fd81-e497-4b31-b907-186a5f0dfee3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (1S,4R,5S,6S,9S,11S,14R,15S,16S,19S)-5,15-dihydroxy-21,22-dithia-3,13-diazaheptacyclo[14.4.1.16,11.01,13.03,11.04,9.014,19]docosane-2,8,12,18-tetrone
• SMILES (Canonical): C1C2C(C3C(C1=O)CC4(N3C(=O)C56CC7C(N5C4=O)C(C(S6)CC7=O)O)S2)O
• SMILES (Isomeric): C1[C@H]2[C@H]([C@H]3[C@@H](C1=O)C[C@]4(N3C(=O)[C@@]56C[C@H]7[C@@H](N5C4=O)[C@@H]([C@@H](S6)CC7=O)O)S2)O
• InChI: InChI=1S/C18H18N2O6S2/c21-7-1-9-13(23)11-5(7)3-17(27-9)15(25)20-12-6-4-18(20,16(26)19(11)17)28-10(14(12)24)2-8(6)22/h5-6,9-14,23-24H,1-4H2/t5-,6-,9+,10+,11-,12-,13-,14-,17+,18+/m1/s1
• InChI Key: KFDSXBGPHVNSIT-NTZNKOSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈N₂O₆S₂
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.06062865 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7715	77.15%
Caco-2	-	0.7653	76.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7639	76.39%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9491	94.91%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7950	79.50%
P-glycoprotein inhibitior	-	0.6854	68.54%
P-glycoprotein substrate	-	0.8839	88.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8133	81.33%
CYP3A4 inhibition	-	0.8151	81.51%
CYP2C9 inhibition	-	0.7806	78.06%
CYP2C19 inhibition	-	0.7827	78.27%
CYP2D6 inhibition	-	0.8845	88.45%
CYP1A2 inhibition	-	0.8464	84.64%
CYP2C8 inhibition	-	0.9352	93.52%
CYP inhibitory promiscuity	-	0.8916	89.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6475	64.75%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.6728	67.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6770	67.70%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5043	50.43%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6241	62.41%
Acute Oral Toxicity (c)	III	0.5621	56.21%
Estrogen receptor binding	+	0.5718	57.18%
Androgen receptor binding	+	0.7591	75.91%
Thyroid receptor binding	-	0.5859	58.59%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5213	52.13%
PPAR gamma	+	0.6522	65.22%
Honey bee toxicity	-	0.7180	71.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.4420	44.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.74%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.98%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.41%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.01%	95.56%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	81.71%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	80.51%	95.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162934322
• LOTUS: LTS0021015
• wikiData: Q105140331