Cyclo-(L-pro-L-isoleu) - Compound Card

Cyclo-(L-pro-L-isoleu)

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Cyclo-(L-pro-L-isoleu)

Structure
Zoomed Structure
  • Family: Fungi - Montagnulaceae
  • Kingdom: Fungi
  • Class: Peptide
    • Subclass: Cyclopeptide
Canonical Smiles CCC([C@@H]1NC(=O)[C@H]2N(C1=O)CCC2)C
InChI InChI=1S/C11H18N2O2/c1-3-7(2)9-11(15)13-6-4-5-8(13)10(14)12-9/h7-9H,3-6H2,1-2H3,(H,12,14)/t7?,8-,9-/m0/s1
InChIKey ZDACRNZBFJOLTC-NPPUSCPJSA-N
Formula C11H18N2O2
HBA 2
HBD 1
MW 210.28
Rotatable Bonds 2
TPSA 49.41
LogP 0.52
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 210.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dendrothyrium variisporum Montagnulaceae Fungi 1985348

Showing of synonyms

  • Teponno RB, Noumeur SR, et al. (2017). Furanones and anthranilic acid derivatives from the endophytic fungus Dendrothyrium variisporum. Molecules 2017, 22(10), 1674. [View] [PubMed]
Pubchem: 9990707

No compound-protein relationship available.

Structure

SMILES: C1CCN(C12)C(=O)CNC2=O

Level: 0

Mol. Weight: 210.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.22
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.12
Plasma Protein Binding
25.59
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.93
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.67
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.0
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.41
Rat (Acute)
2.23
Rat (Chronic Oral)
1.99
Fathead Minnow
3.36
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
342.37
Hydration Free Energy
-11.32
Log(D) at pH=7.4
0.91
Log(P)
0.62
Log S
-1.52
Log(Vapor Pressure)
-5.3
Melting Point
116.67
pKa Acid
8.54
pKa Basic
6.13
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9093
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8178
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.8003
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7869
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7865
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7832
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7804
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7792
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7774
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7707
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7645
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7605
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7583
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7575
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7548
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7471
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7410
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7328
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7261
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7193
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7173
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7131
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7123
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7093
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7072
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7068
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7060
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7013

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