Hectochlorin - Compound Card

Hectochlorin

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Hectochlorin

Structure
Zoomed Structure
  • Family: Monera - Oscillatoriaceae
  • Kingdom: Monera
  • Class: Peptide
    • Subclass: Cyclic Depsipeptide
Canonical Smiles CC(=O)O[C@@H]1c2scc(n2)C(=O)O[C@@H](CCCC(Cl)(Cl)C)[C@H](C)C(=O)O[C@H](c2nc(C(=O)OC1(C)C)cs2)C(O)(C)C
InChI InChI=1S/C27H34Cl2N2O9S2/c1-13-17(9-8-10-27(7,28)29)38-23(34)15-11-42-21(30-15)19(37-14(2)32)26(5,6)40-24(35)16-12-41-20(31-16)18(25(3,4)36)39-22(13)33/h11-13,17-19,36H,8-10H2,1-7H3/t13-,17-,18+,19+/m0/s1
InChIKey USXIYWCPCGVOKF-NOENWEJRSA-N
Formula C27H34Cl2N2O9S2
HBA 13
HBD 1
MW 665.61
Rotatable Bonds 6
TPSA 151.21
LogP 5.73
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 664.11
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Moorea producens Oscillatoriaceae Monera 1155739

Showing of synonyms

  • Thornburg C.C, Cowley E.S, et al. (2013). Apratoxin H and apratoxin A sulfoxide from the Red Sea cyanobacterium Moorea producens.. Journal of natural products,2013, 76(9), 1781-8. [View] [PubMed]
Pubchem: 636718
Nmrshiftdb2: 2516

No compound-protein relationship available.

Structure

SMILES: c12csc(n2)CCOC(=O)c3csc(n3)COC(=O)CCOC1=O

Level: 0

Mol. Weight: 665.61 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.95
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.93

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.16
Plasma Protein Binding
69.43
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
5.56
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.79
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.63
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.72
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-3451.95
Rat (Acute)
2.62
Rat (Chronic Oral)
0.53
Fathead Minnow
15.82
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
497.44
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.08
Log(P)
3.71
Log S
-4.71
Log(Vapor Pressure)
-9.89
Melting Point
248.48
pKa Acid
8.36
pKa Basic
1.62
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8728
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8103
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7787
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7758
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7746
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7724
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7714
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7579
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7504
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7437
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7404
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7378
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7358
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7344
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7306
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7208
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7197
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7152
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7137
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7089
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 4 0.7017

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