Lophyrotomin

Details

• Internal ID: 2af68f5d-75bf-4821-b696-16832fe13911
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-5-amino-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S,3S)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-benzamidopropanoyl]amino]-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]-3-methylpentanoyl]amino]-3-carboxypropanoyl]amino]-3-carboxypropanoyl]amino]-4-carboxybutanoyl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)NC(CC(=O)O)C(=O)NC(CC(=O)O)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)O)NC(=O)C(C(C)C)NC(=O)C(CC1=CC=CC=C1)NC(=O)C(C)NC(=O)C2=CC=CC=C2
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N[C@H](CC(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](CC1=CC=CC=C1)NC(=O)[C@@H](C)NC(=O)C2=CC=CC=C2
• InChI: InChI=1S/C48H65N9O17/c1-6-25(4)39(57-46(71)38(24(2)3)56-45(70)31(21-27-13-9-7-10-14-27)53-40(65)26(5)50-41(66)28-15-11-8-12-16-28)47(72)55-33(23-37(63)64)44(69)54-32(22-36(61)62)43(68)51-29(18-20-35(59)60)42(67)52-30(48(73)74)17-19-34(49)58/h7-16,24-26,29-33,38-39H,6,17-23H2,1-5H3,(H2,49,58)(H,50,66)(H,51,68)(H,52,67)(H,53,65)(H,54,69)(H,55,72)(H,56,70)(H,57,71)(H,59,60)(H,61,62)(H,63,64)(H,73,74)/t25-,26+,29+,30-,31+,32-,33+,38-,39-/m0/s1
• InChI Key: YJHPUIVTIUFFBX-WVVKQBIJSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₅N₉O₁₇
• Molecular Weight: 1040.10 g/mol
• Exact Mass: 1039.44984164 g/mol
• Topological Polar Surface Area (TPSA): 425.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.69
• H-Bond Acceptor: 13
• H-Bond Donor: 13
• Rotatable Bonds: 32

Synonyms

• 85932-85-0
• benzoyl-D-alanyl-D-phenylalanyl-L-valyl-L-isoleucyl-D-aspartyl-L-aspartyl-D-glutamyl-L-glutamine
• BRN 5230528
• C6H5-CO-Ala-Phe-Val-Ile-Asp-Asp-Glu-Gln
• (2S)-5-amino-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S,3S)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-benzamidopropanoyl]amino]-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]-3-methylpentanoyl]amino]-3-carboxypropanoyl]amino]-3-carboxypropanoyl]amino]-4-carboxybutanoyl]amino]-5-oxopentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7902	79.02%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6472	64.72%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.8956	89.56%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.7967	79.67%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.5947	59.47%
CYP2C9 inhibition	-	0.8632	86.32%
CYP2C19 inhibition	-	0.7884	78.84%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	-	0.6716	67.16%
CYP inhibitory promiscuity	-	0.8481	84.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8111	81.11%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.8635	86.35%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6891	68.91%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.9153	91.53%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5526	55.26%
Acute Oral Toxicity (c)	III	0.6562	65.62%
Estrogen receptor binding	+	0.7896	78.96%
Androgen receptor binding	+	0.7060	70.60%
Thyroid receptor binding	+	0.5806	58.06%
Glucocorticoid receptor binding	+	0.5568	55.68%
Aromatase binding	+	0.6271	62.71%
PPAR gamma	+	0.7676	76.76%
Honey bee toxicity	-	0.8732	87.32%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9101	91.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.79%	90.17%
CHEMBL2581	P07339	Cathepsin D	99.59%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	98.19%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	96.98%	90.20%
CHEMBL4801	P29466	Caspase-1	96.82%	96.85%
CHEMBL3837	P07711	Cathepsin L	96.70%	96.61%
CHEMBL4072	P07858	Cathepsin B	95.77%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.19%	99.17%
CHEMBL3776	Q14790	Caspase-8	95.05%	97.06%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.02%	97.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.55%	96.09%
CHEMBL2514	O95665	Neurotensin receptor 2	91.93%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.86%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.76%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.69%	93.00%
CHEMBL3308	P55212	Caspase-6	89.20%	97.56%
CHEMBL2327	P21452	Neurokinin 2 receptor	87.69%	98.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.75%	96.00%
CHEMBL209	P07477	Trypsin I	86.24%	90.00%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	86.21%	98.33%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.03%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	85.64%	96.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.44%	95.50%
CHEMBL2535	P11166	Glucose transporter	81.76%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.26%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5488869
• LOTUS: LTS0193927
• wikiData: Q104251138