Fulicin

Details

• Internal ID: 0f20369a-8ca8-4afe-838b-c9d843c58764
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (4S)-4-[[(2R)-4-amino-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-oxobutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CC(C)C(C(=O)N)NC(=O)C(CC1=CC=CC=C1)NC(=O)C(CCC(=O)O)NC(=O)C(CC(=O)N)NC(=O)C(CC2=CC=CC=C2)N
• SMILES (Isomeric): CC(C)[C@@H](C(=O)N)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](CC(=O)N)NC(=O)[C@H](CC2=CC=CC=C2)N
• InChI: InChI=1S/C32H43N7O8/c1-18(2)27(28(35)43)39-32(47)23(16-20-11-7-4-8-12-20)38-30(45)22(13-14-26(41)42)36-31(46)24(17-25(34)40)37-29(44)21(33)15-19-9-5-3-6-10-19/h3-12,18,21-24,27H,13-17,33H2,1-2H3,(H2,34,40)(H2,35,43)(H,36,46)(H,37,44)(H,38,45)(H,39,47)(H,41,42)/t21-,22-,23-,24+,27-/m0/s1
• InChI Key: NNCPNXNWAQSRCG-CPASSRBFSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₃N₇O₈
• Molecular Weight: 653.70 g/mol
• Exact Mass: 653.31731136 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 19

Synonyms

• 137182-25-3
• Phe-asn-glu-phe-val-NH2
• (4S)-4-[[(2R)-4-amino-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-oxobutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-oxopentanoic acid
• DTXSID60160098
• Phenylalanyl-asparaginyl-glutamyl-phenylalanyl-valinamide
• (4S)-4-(((2R)-4-amino-2-(((2S)-2-amino-3-phenylpropanoyl)amino)-4-oxobutanoyl)amino)-5-(((2S)-1-(((2S)-1-amino-3-methyl-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-5-oxopentanoic acid
• RefChem:141624
• DTXCID4082589
• Phe-D-Asn-Glu-Phe-Val-NH2
• orb1986029
• AKOS040751875
• L-Phenylalanyl-D-asparaginyl-L-alpha-glutamyl-L-phenylalanyl-L-valinamide
• L-Valinamide, L-phenylalanyl-D-asparaginyl-L-alpha-glutamyl-L-phenylalanyl-
• (S)-4-((R)-4-amino-2-((S)-2-amino-3-phenylpropanamido)-4-oxobutanamido)-5-(((S)-1-(((S)-1-amino-3-methyl-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-5-oxopentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5505	55.05%
Caco-2	-	0.8953	89.53%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	+	0.5684	56.84%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9572	95.72%
BSEP inhibitior	+	0.8536	85.36%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.7626	76.26%
CYP3A4 substrate	+	0.5524	55.24%
CYP2C9 substrate	-	0.5943	59.43%
CYP2D6 substrate	-	0.8028	80.28%
CYP3A4 inhibition	-	0.8101	81.01%
CYP2C9 inhibition	-	0.9156	91.56%
CYP2C19 inhibition	-	0.9282	92.82%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.9446	94.46%
CYP2C8 inhibition	-	0.8495	84.95%
CYP inhibitory promiscuity	-	0.8872	88.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8211	82.11%
Carcinogenicity (trinary)	Non-required	0.7275	72.75%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.8704	87.04%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4322	43.22%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.9244	92.44%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6417	64.17%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.7659	76.59%
Androgen receptor binding	+	0.5756	57.56%
Thyroid receptor binding	+	0.6080	60.80%
Glucocorticoid receptor binding	+	0.6933	69.33%
Aromatase binding	+	0.5293	52.93%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.9201	92.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7843	78.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.67%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.52%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	96.68%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.15%	83.82%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.81%	98.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.63%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.67%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.39%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.08%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.99%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.82%	93.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.72%	97.23%
CHEMBL2514	O95665	Neurotensin receptor 2	88.52%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.38%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.19%	97.21%
CHEMBL3837	P07711	Cathepsin L	82.77%	96.61%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.49%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.28%	97.64%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.03%	96.03%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.46%	98.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.49%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132035
• LOTUS: LTS0251035
• wikiData: Q83028475