Kahalalide D

Details

• Internal ID: e1ceb93b-d6ac-4fb7-8785-e0b84ee12897
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[3-[(3R,7S,10S,13S)-3-(1H-indol-3-ylmethyl)-7-(4-methylpentyl)-2,5,9,12-tetraoxo-8-oxa-1,4,11-triazabicyclo[11.3.0]hexadecan-10-yl]propyl]guanidine
• InChI: InChI=1S/C31H45N7O5/c1-19(2)8-5-9-21-17-27(39)36-25(16-20-18-35-23-11-4-3-10-22(20)23)29(41)38-15-7-13-26(38)28(40)37-24(30(42)43-21)12-6-14-34-31(32)33/h3-4,10-11,18-19,21,24-26,35H,5-9,12-17H2,1-2H3,(H,36,39)(H,37,40)(H4,32,33,34)/t21-,24-,25+,26-/m0/s1
• InChI Key: KIIFEJGTOKNNQA-MRLUPLGUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₅N₇O₅
• Molecular Weight: 595.70 g/mol
• Exact Mass: 595.34821756 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

• 2-[3-[(3R,7S,10S,13S)-3-(1H-indol-3-ylmethyl)-7-(4-methylpentyl)-2,5,9,12-tetraoxo-8-oxa-1,4,11-triazabicyclo[11.3.0]hexadecan-10-yl]propyl]guanidine
• 2-(3-((3R,10S,13S)-3-(1H-indol-2-ylmethyl)-7-(4-methylpentyl)-2,5,9,12-tetraoxo-8-oxa-1,4,11-triazabicyclo(11.3.0)hexadecan-10-yl)propyl)guanidine
• 2-(3-((3R,7S,10S,13S)-3-(1H-indol-3-ylmethyl)-7-(4-methylpentyl)-2,5,9,12-tetraoxo-8-oxa-1,4,11-triazabicyclo(11.3.0)hexadecan-10-yl)propyl)guanidine
• 2-[3-[(3R,10S,13S)-3-(1H-indol-2-ylmethyl)-7-(4-methylpentyl)-2,5,9,12-tetraoxo-8-oxa-1,4,11-triazabicyclo[11.3.0]hexadecan-10-yl]propyl]guanidine
• RefChem:150826
• 180714-97-0
• CHEMBL450682
• SCHEMBL13992980
• CHEBI:222941

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	-	0.8790	87.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5535	55.35%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.5068	50.68%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9780	97.80%
P-glycoprotein inhibitior	+	0.8162	81.62%
P-glycoprotein substrate	+	0.8338	83.38%
CYP3A4 substrate	+	0.7151	71.51%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8094	80.94%
CYP3A4 inhibition	-	0.7553	75.53%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	-	0.7231	72.31%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	+	0.5317	53.17%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9505	95.05%
Skin irritation	-	0.7840	78.40%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.5983	59.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4732	47.32%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.7381	73.81%
Androgen receptor binding	+	0.5633	56.33%
Thyroid receptor binding	+	0.5164	51.64%
Glucocorticoid receptor binding	+	0.6297	62.97%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	+	0.6795	67.95%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9104	91.04%

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	99.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.46%	83.82%
CHEMBL204	P00734	Thrombin	97.19%	96.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.81%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.47%	88.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.28%	97.64%
CHEMBL333	P08253	Matrix metalloproteinase-2	96.20%	96.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.95%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	95.87%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.29%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.13%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.44%	95.89%
CHEMBL3837	P07711	Cathepsin L	93.96%	96.61%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	92.66%	83.10%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.12%	93.03%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	89.72%	90.71%
CHEMBL4644	P41968	Melanocortin receptor 3	89.24%	99.52%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.03%	96.47%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.96%	89.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.46%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.18%	82.38%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.50%	91.81%
CHEMBL1978	P11511	Cytochrome P450 19A1	87.43%	91.76%
CHEMBL1902	P62942	FK506-binding protein 1A	86.06%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.21%	97.25%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.29%	94.66%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.01%	98.33%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.97%	85.83%
CHEMBL230	P35354	Cyclooxygenase-2	80.04%	89.63%
CHEMBL217	P14416	Dopamine D2 receptor	80.02%	95.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44577196
• LOTUS: LTS0234982
• wikiData: Q104389400