Celogentin B

Details

• Internal ID: 336876e0-532c-4a95-973d-2732e8eed568
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[[13-[3-(diaminomethylideneamino)propyl]-22-(2-methylpropyl)-12,15,18,21,24-pentaoxo-25-[(5-oxopyrrolidine-2-carbonyl)amino]-19,26-di(propan-2-yl)-3,5,7,11,14,17,20,23-octazapentacyclo[14.13.2.12,27.15,8.04,30]tritriaconta-1,4(30),6,8(33),27(32),28-hexaene-10-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoic acid
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC2CC3=C(NC4=C3C=CC(=C4)C(C(C(=O)N1)NC(=O)C5CCC(=O)N5)C(C)C)N6C=C(CC(NC(=O)C(NC2=O)CCCN=C(N)N)C(=O)NC(CC7=CN=CN7)C(=O)O)N=C6)C(C)C
• SMILES (Isomeric): CC(C)CC1C(=O)NC(C(=O)NC2CC3=C(NC4=C3C=CC(=C4)C(C(C(=O)N1)NC(=O)C5CCC(=O)N5)C(C)C)N6C=C(CC(NC(=O)C(NC2=O)CCCN=C(N)N)C(=O)NC(CC7=CN=CN7)C(=O)O)N=C6)C(C)C
• InChI: InChI=1S/C51H70N16O10/c1-23(2)14-34-47(73)65-40(25(5)6)48(74)63-36-18-30-29-10-9-26(39(24(3)4)41(49(75)62-34)66-44(70)32-11-12-38(68)58-32)15-33(29)59-42(30)67-20-28(57-22-67)17-35(45(71)64-37(50(76)77)16-27-19-54-21-56-27)61-43(69)31(60-46(36)72)8-7-13-55-51(52)53/h9-10,15,19-25,31-32,34-37,39-41,59H,7-8,11-14,16-18H2,1-6H3,(H,54,56)(H,58,68)(H,60,72)(H,61,69)(H,62,75)(H,63,74)(H,64,71)(H,65,73)(H,66,70)(H,76,77)(H4,52,53,55)
• InChI Key: ALTGKSCXMJCXMD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₀N₁₆O₁₀
• Molecular Weight: 1067.20 g/mol
• Exact Mass: 1066.54608249 g/mol
• Topological Polar Surface Area (TPSA): 397.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 13
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

• 2-[[13-[3-(Diaminomethylideneamino)propyl]-22-(2-methylpropyl)-12,15,18,21,24-pentaoxo-25-[(5-oxopyrrolidine-2-carbonyl)amino]-19,26-di(propan-2-yl)-3,5,7,11,14,17,20,23-octazapentacyclo[14.13.2.12,27.15,8.04,30]tritriaconta-1,4(30),6,8(33),27(32),28-hexaene-10-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7876	78.76%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3638	36.38%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.7893	78.93%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9533	95.33%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	+	0.8627	86.27%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9670	96.70%
CYP2C9 inhibition	-	0.8778	87.78%
CYP2C19 inhibition	-	0.8247	82.47%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.8181	81.81%
CYP2C8 inhibition	+	0.8519	85.19%
CYP inhibitory promiscuity	-	0.9704	97.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6420	64.20%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.7753	77.53%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3703	37.03%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8495	84.95%
Acute Oral Toxicity (c)	III	0.5357	53.57%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	+	0.7208	72.08%
Thyroid receptor binding	+	0.6507	65.07%
Glucocorticoid receptor binding	+	0.6136	61.36%
Aromatase binding	+	0.6798	67.98%
PPAR gamma	+	0.7583	75.83%
Honey bee toxicity	-	0.6783	67.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7968	79.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.99%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.61%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.56%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.21%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	97.53%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.10%	97.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	96.84%	97.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.81%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.42%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.10%	93.56%
CHEMBL2535	P11166	Glucose transporter	95.68%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.57%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.38%	97.64%
CHEMBL1951	P21397	Monoamine oxidase A	95.11%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.63%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.39%	95.89%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	94.22%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	89.84%	98.59%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.72%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.49%	96.47%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.45%	87.16%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.18%	99.23%
CHEMBL1628481	P35414	Apelin receptor	88.61%	97.89%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	88.61%	99.09%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.60%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.96%	100.00%
CHEMBL3837	P07711	Cathepsin L	87.05%	96.61%
CHEMBL3384	Q16512	Protein kinase N1	86.60%	80.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	86.06%	94.45%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	85.97%	96.25%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	85.96%	88.33%
CHEMBL5028	O14672	ADAM10	85.64%	97.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.58%	97.31%
CHEMBL1781	P11387	DNA topoisomerase I	85.08%	97.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.82%	98.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.58%	86.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.65%	82.86%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.54%	97.53%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.23%	85.83%
CHEMBL4644	P41968	Melanocortin receptor 3	83.13%	99.52%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.23%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	82.01%	95.38%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.07%	89.67%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.64%	85.31%
CHEMBL4208	P20618	Proteasome component C5	80.15%	90.00%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 20704435
• LOTUS: LTS0260016
• wikiData: Q104914353