(2S)-2-[[(8R,9S,12S,15S,18S,21S,27R)-21-[3-(diaminomethylideneamino)propyl]-12-(2-methylpropyl)-10,13,16,19,22,25-hexaoxo-9-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]-8,15-di(propan-2-yl)-2,11,14,17,20,23,26,30,32-nonazapentacyclo[16.14.2.13,7.129,32.04,33]hexatriaconta-1(33),3,5,7(36),29(35),30-hexaene-27-carbonyl]amino]butanedioic acid

Details

• Internal ID: 1a6279ed-9d44-4b9f-aec5-eeec9e468573
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-2-[[(8R,9S,12S,15S,18S,21S,27R)-21-[3-(diaminomethylideneamino)propyl]-12-(2-methylpropyl)-10,13,16,19,22,25-hexaoxo-9-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]-8,15-di(propan-2-yl)-2,11,14,17,20,23,26,30,32-nonazapentacyclo[16.14.2.13,7.129,32.04,33]hexatriaconta-1(33),3,5,7(36),29(35),30-hexaene-27-carbonyl]amino]butanedioic 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)CNC(=O)C(NC2=O)CCCN=C(N)N)C(=O)NC(CC(=O)O)C(=O)O)N=C6)C(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)N[C@H]2CC3=C(NC4=C3C=CC(=C4)[C@H]([C@@H](C(=O)N1)NC(=O)[C@@H]5CCC(=O)N5)C(C)C)N6C=C(C[C@@H](NC(=O)CNC(=O)[C@@H](NC2=O)CCCN=C(N)N)C(=O)N[C@@H](CC(=O)O)C(=O)O)N=C6)C(C)C
• InChI: InChI=1S/C51H71N15O13/c1-22(2)14-32-47(75)64-40(24(5)6)48(76)62-34-17-28-27-10-9-25(39(23(3)4)41(49(77)61-32)65-44(72)30-11-12-36(67)57-30)15-31(27)59-42(28)66-20-26(56-21-66)16-33(45(73)63-35(50(78)79)18-38(69)70)58-37(68)19-55-43(71)29(60-46(34)74)8-7-13-54-51(52)53/h9-10,15,20-24,29-30,32-35,39-41,59H,7-8,11-14,16-19H2,1-6H3,(H,55,71)(H,57,67)(H,58,68)(H,60,74)(H,61,77)(H,62,76)(H,63,73)(H,64,75)(H,65,72)(H,69,70)(H,78,79)(H4,52,53,54)/t29-,30-,32-,33+,34-,35-,39+,40-,41-/m0/s1
• InChI Key: VHENVZZNGAKCOV-FEEIPHNYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₁N₁₅O₁₃
• Molecular Weight: 1102.20 g/mol
• Exact Mass: 1101.53557738 g/mol
• Topological Polar Surface Area (TPSA): 435.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 14
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8452	84.52%
Caco-2	-	0.8636	86.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.3776	37.76%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8102	81.02%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.7209	72.09%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9714	97.14%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.8700	87.00%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.9462	94.62%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.8156	81.56%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.8379	83.79%
CYP2C8 inhibition	+	0.8391	83.91%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7681	76.81%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6537	65.37%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6303	63.03%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7901	79.01%
Acute Oral Toxicity (c)	III	0.5236	52.36%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.7304	73.04%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.5617	56.17%
Aromatase binding	+	0.6944	69.44%
PPAR gamma	+	0.7632	76.32%
Honey bee toxicity	-	0.6833	68.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7642	76.42%

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	100.00%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.87%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.75%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.61%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.44%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.67%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.56%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.34%	88.56%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.02%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.96%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.88%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	95.15%	94.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.86%	93.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.75%	90.71%
CHEMBL2535	P11166	Glucose transporter	93.51%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.59%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	92.48%	97.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.46%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.25%	93.56%
CHEMBL220	P22303	Acetylcholinesterase	91.26%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	91.18%	98.59%
CHEMBL3384	Q16512	Protein kinase N1	90.67%	80.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.28%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.79%	96.47%
CHEMBL1781	P11387	DNA topoisomerase I	87.40%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.96%	89.00%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.47%	87.16%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.56%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.22%	83.10%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	84.82%	88.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.81%	93.99%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.18%	86.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.82%	82.86%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.45%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.34%	99.23%
CHEMBL5028	O14672	ADAM10	82.84%	97.50%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.78%	99.09%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	82.48%	97.15%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.42%	92.50%
CHEMBL3524	P56524	Histone deacetylase 4	81.05%	92.97%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.62%	93.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.25%	89.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.17%	100.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.06%	90.71%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 163189363
• LOTUS: LTS0161052
• wikiData: Q105286363