Kawaguchipeptin B

Details

• Internal ID: 5b2e2dea-2470-4ac4-997f-e7ef61a5b82d
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 2-[(3S,6S,9S,12S,15S,18S,24S,27S,30S,33S)-12,15,24-tris(2-amino-2-oxoethyl)-3-[(1R)-1-hydroxyethyl]-6-(hydroxymethyl)-9,30-bis(1H-indol-3-ylmethyl)-27-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29,32-undecaoxo-1,4,7,10,13,16,19,22,25,28,31-undecazabicyclo[31.3.0]hexatriacontan-18-yl]acetic acid
• InChI: InChI=1S/C58H76N16O18/c1-26(2)15-34-50(84)68-37(18-43(59)77)49(83)64-24-46(80)65-40(21-47(81)82)55(89)70-39(20-45(61)79)54(88)69-38(19-44(60)78)53(87)67-35(16-28-22-62-32-11-6-4-9-30(28)32)52(86)72-41(25-75)56(90)73-48(27(3)76)58(92)74-14-8-13-42(74)57(91)71-36(51(85)66-34)17-29-23-63-33-12-7-5-10-31(29)33/h4-7,9-12,22-23,26-27,34-42,48,62-63,75-76H,8,13-21,24-25H2,1-3H3,(H2,59,77)(H2,60,78)(H2,61,79)(H,64,83)(H,65,80)(H,66,85)(H,67,87)(H,68,84)(H,69,88)(H,70,89)(H,71,91)(H,72,86)(H,73,90)(H,81,82)/t27-,34+,35+,36+,37+,38+,39+,40+,41+,42+,48+/m1/s1
• InChI Key: AFDPMSAJJZIIQX-DMGAWOCMSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₇₆N₁₆O₁₈
• Molecular Weight: 1285.30 g/mol
• Exact Mass: 1284.55234964 g/mol
• Topological Polar Surface Area (TPSA): 550.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -6.56
• H-Bond Acceptor: 17
• H-Bond Donor: 18
• Rotatable Bonds: 16

Synonyms

• CHEMBL504521
• DTXSID501046309

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8590	85.90%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4690	46.90%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9219	92.19%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9803	98.03%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.8629	86.29%
CYP3A4 substrate	+	0.7020	70.20%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.8137	81.37%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.8651	86.51%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.9239	92.39%
CYP2C8 inhibition	+	0.5606	56.06%
CYP inhibitory promiscuity	-	0.8003	80.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5939	59.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.7963	79.63%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3785	37.85%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5710	57.10%
Acute Oral Toxicity (c)	III	0.5439	54.39%
Estrogen receptor binding	+	0.6945	69.45%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.6325	63.25%
Glucocorticoid receptor binding	+	0.6676	66.76%
Aromatase binding	+	0.7050	70.50%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.7995	79.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7648	76.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.84%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.94%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.70%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.23%	97.64%
CHEMBL333	P08253	Matrix metalloproteinase-2	95.10%	96.31%
CHEMBL4071	P08311	Cathepsin G	94.91%	94.64%
CHEMBL3524	P56524	Histone deacetylase 4	93.33%	92.97%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.91%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.47%	94.45%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	91.71%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.69%	90.08%
CHEMBL2443	P49862	Kallikrein 7	91.24%	94.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.13%	83.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.33%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.22%	89.00%
CHEMBL228	P31645	Serotonin transporter	88.17%	95.51%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.01%	95.56%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.05%	96.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.99%	95.83%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.52%	95.00%
CHEMBL3384	Q16512	Protein kinase N1	83.06%	80.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.80%	93.03%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.62%	82.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.68%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16143430
• LOTUS: LTS0257378
• wikiData: Q104911033