Kahalalide V

Details

• Internal ID: 81aee8f4-cf29-4cbc-9638-6d0483f9fafa
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-5-(diaminomethylideneamino)-2-[[(2S)-1-[(2R)-2-[[(3S)-3-hydroxy-7-methyloctanoyl]amino]-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carbonyl]amino]pentanoic acid
• InChI: InChI=1S/C31H47N7O6/c1-19(2)8-5-9-21(39)17-27(40)36-25(16-20-18-35-23-11-4-3-10-22(20)23)29(42)38-15-7-13-26(38)28(41)37-24(30(43)44)12-6-14-34-31(32)33/h3-4,10-11,18-19,21,24-26,35,39H,5-9,12-17H2,1-2H3,(H,36,40)(H,37,41)(H,43,44)(H4,32,33,34)/t21-,24-,25+,26-/m0/s1
• InChI Key: HYYCBNZMVDXFIO-MRLUPLGUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₇N₇O₆
• Molecular Weight: 613.70 g/mol
• Exact Mass: 613.35878224 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 6
• H-Bond Donor: 7
• Rotatable Bonds: 17

Synonyms

• CHEBI:188770
• (2S)-5-(diaminomethylideneamino)-2-[[(2S)-1-[(2R)-2-[[(3S)-3-hydroxy-7-methyloctanoyl]amino]-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carbonyl]amino]pentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8003	80.03%
Caco-2	-	0.8861	88.61%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4909	49.09%
OATP2B1 inhibitior	-	0.7094	70.94%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.7009	70.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8440	84.40%
P-glycoprotein inhibitior	+	0.7240	72.40%
P-glycoprotein substrate	+	0.8264	82.64%
CYP3A4 substrate	+	0.7295	72.95%
CYP2C9 substrate	-	0.6005	60.05%
CYP2D6 substrate	-	0.8150	81.50%
CYP3A4 inhibition	-	0.8001	80.01%
CYP2C9 inhibition	-	0.8054	80.54%
CYP2C19 inhibition	-	0.7264	72.64%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	+	0.4588	45.88%
CYP inhibitory promiscuity	-	0.9466	94.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9412	94.12%
Skin irritation	-	0.7779	77.79%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4894	48.94%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5442	54.42%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8465	84.65%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.7766	77.66%
Androgen receptor binding	+	0.5197	51.97%
Thyroid receptor binding	+	0.5162	51.62%
Glucocorticoid receptor binding	+	0.5678	56.78%
Aromatase binding	+	0.5896	58.96%
PPAR gamma	+	0.6451	64.51%
Honey bee toxicity	-	0.8043	80.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8993	89.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.98%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.91%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.87%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	95.46%	90.20%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.47%	97.64%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	94.30%	91.81%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.63%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.10%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.48%	97.09%
CHEMBL3837	P07711	Cathepsin L	92.01%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.77%	96.00%
CHEMBL2535	P11166	Glucose transporter	91.40%	98.75%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.09%	96.31%
CHEMBL230	P35354	Cyclooxygenase-2	90.70%	89.63%
CHEMBL2514	O95665	Neurotensin receptor 2	90.62%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.26%	96.47%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	90.19%	98.24%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.94%	88.56%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	89.86%	97.50%
CHEMBL4644	P41968	Melanocortin receptor 3	89.62%	99.52%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.31%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.19%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.41%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.08%	89.62%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	86.67%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.57%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.50%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.43%	95.56%
CHEMBL5028	O14672	ADAM10	85.94%	97.50%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.87%	93.10%
CHEMBL204	P00734	Thrombin	85.74%	96.01%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.09%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.77%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	82.84%	91.19%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.76%	83.10%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.27%	94.66%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.82%	97.56%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.20%	88.42%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.20%	96.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101865493
• LOTUS: LTS0010852
• wikiData: Q105035534