Cyclocinamide A

Details

• Internal ID: 2d705734-86a6-44d3-9d77-9b72a2b5ea2c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[2-[[(3S,10S)-3-(2-amino-2-oxoethyl)-10-[(5-bromo-1H-indol-3-yl)methyl]-13-hydroxy-2,5,9,12-tetraoxo-1,4,8,11-tetrazacyclotetradec-6-yl]amino]-2-oxoethyl]-4-chloro-1-methylpyrrole-2-carboxamide
• SMILES (Canonical): CN1C=C(C=C1C(=O)NCC(=O)NC2CNC(=O)C(NC(=O)C(CNC(=O)C(NC2=O)CC(=O)N)O)CC3=CNC4=C3C=C(C=C4)Br)Cl
• SMILES (Isomeric): CN1C=C(C=C1C(=O)NCC(=O)NC2CNC(=O)[C@@H](NC(=O)C(CNC(=O)[C@@H](NC2=O)CC(=O)N)O)CC3=CNC4=C3C=C(C=C4)Br)Cl
• InChI: InChI=1S/C29H33BrClN9O8/c1-40-12-15(31)6-21(40)28(47)36-11-24(43)37-20-9-34-25(44)18(4-13-8-33-17-3-2-14(30)5-16(13)17)39-29(48)22(41)10-35-26(45)19(7-23(32)42)38-27(20)46/h2-3,5-6,8,12,18-20,22,33,41H,4,7,9-11H2,1H3,(H2,32,42)(H,34,44)(H,35,45)(H,36,47)(H,37,43)(H,38,46)(H,39,48)/t18-,19-,20?,22?/m0/s1
• InChI Key: IDZAPUZBBVBVSL-YDPTZXBUSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₃BrClN₉O₈
• Molecular Weight: 751.00 g/mol
• Exact Mass: 749.13240 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.17
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• N-[2-[[(3S,10S)-3-(2-Amino-2-oxoethyl)-10-[(5-bromo-1H-indol-3-yl)methyl]-13-hydroxy-2,5,9,12-tetraoxo-1,4,8,11-tetrazacyclotetradec-6-yl]amino]-2-oxoethyl]-4-chloro-1-methylpyrrole-2-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8552	85.52%
Caco-2	-	0.8968	89.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.5204	52.04%
OATP2B1 inhibitior	+	0.5619	56.19%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.8609	86.09%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9356	93.56%
P-glycoprotein inhibitior	+	0.7393	73.93%
P-glycoprotein substrate	+	0.8150	81.50%
CYP3A4 substrate	+	0.7167	71.67%
CYP2C9 substrate	-	0.8104	81.04%
CYP2D6 substrate	-	0.8450	84.50%
CYP3A4 inhibition	-	0.8331	83.31%
CYP2C9 inhibition	-	0.7241	72.41%
CYP2C19 inhibition	-	0.7671	76.71%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	-	0.8064	80.64%
CYP2C8 inhibition	+	0.6109	61.09%
CYP inhibitory promiscuity	-	0.6425	64.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6722	67.22%
Carcinogenicity (trinary)	Non-required	0.5329	53.29%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	-	0.5023	50.23%
skin sensitisation	-	0.8624	86.24%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8611	86.11%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	+	0.7307	73.07%
Androgen receptor binding	+	0.6640	66.40%
Thyroid receptor binding	+	0.5879	58.79%
Glucocorticoid receptor binding	+	0.5419	54.19%
Aromatase binding	+	0.6014	60.14%
PPAR gamma	+	0.7363	73.63%
Honey bee toxicity	-	0.7813	78.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6048	60.48%

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	99.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.49%	83.82%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	97.62%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	94.84%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	94.03%	98.59%
CHEMBL4208	P20618	Proteasome component C5	93.43%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL3384	Q16512	Protein kinase N1	90.15%	80.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.44%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.64%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.10%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	87.09%	97.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.42%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	85.91%	96.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	85.71%	94.01%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.22%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.46%	96.61%
CHEMBL1781	P11387	DNA topoisomerase I	84.30%	97.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.10%	97.25%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.79%	95.56%
CHEMBL2443	P49862	Kallikrein 7	83.67%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.29%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.18%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	82.26%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	81.02%	89.63%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	80.86%	96.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.71%	93.03%
CHEMBL3691	Q13822	Autotaxin	80.59%	96.39%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.58%	90.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.30%	99.09%
CHEMBL4805	Q99572	P2X purinoceptor 7	80.20%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10101599
• LOTUS: LTS0051746
• wikiData: Q104250726