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Isocadiolide H

ID: ALA4643110

PubChem CID: 156018245

Max Phase: Preclinical

Molecular Formula: C27H19Br5O9

Molecular Weight: 886.96

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(c2cc(Br)c(O)c(Br)c2)C(=O)[C@](OC)(c2ccc(O)c(Br)c2)O[C@]1(OC)c1cc(Br)c(O)c(Br)c1

Standard InChI:  InChI=1S/C27H19Br5O9/c1-38-25(37)21-20(11-6-15(29)22(34)16(30)7-11)24(36)27(40-3,12-4-5-19(33)14(28)8-12)41-26(21,39-2)13-9-17(31)23(35)18(32)10-13/h4-10,33-35H,1-3H3/t26-,27+/m1/s1

Standard InChI Key:  CJNGFRCHYKKZKZ-SXOMAYOGSA-N

Molfile:  

 
     RDKit          2D

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    5.7514  -15.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4648  -15.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4648  -16.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7514  -17.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0339  -16.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208  -17.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208  -17.9461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6077  -16.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8946  -17.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1589  -17.8360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3002  -18.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1609  -17.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9862  -17.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3965  -18.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9841  -19.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1605  -19.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7461  -18.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499  -19.9798    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.3946  -19.9795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2217  -18.5540    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.2922  -15.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7032  -15.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5249  -15.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9398  -15.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5299  -16.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7053  -16.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9405  -17.3125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.7609  -15.8861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8770  -15.1706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4673  -14.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7514  -14.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208  -15.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6075  -15.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938  -15.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938  -14.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6049  -14.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208  -14.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6049  -13.4101    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1808  -14.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808  -15.8852    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  5 11  1  1
 11 12  1  0
  5 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
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 13 18  1  0
 17 19  1  0
 16 20  1  0
 15 21  1  0
  3 22  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
 26 28  1  0
 25 29  1  0
  3 30  1  1
 30 31  1  0
  2 32  2  0
 33  1  1  0
 34 33  2  0
 35 34  1  0
 36 35  2  0
 37 36  1  0
 38 37  2  0
 33 38  1  0
 37 39  1  0
 36 40  1  0
 35 41  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4643110

    ---

Associated Targets(Human)

K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecium (13803 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Salmonella enterica (1497 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Proteus hauseri (146 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
srtA Sortase A (641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ICL1 Isocitrate lyase (219 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Calculated Properties

Molecular Weight: 886.96Molecular Weight (Monoisotopic): 881.6946AlogP: 7.14#Rotatable Bonds: 6
Polar Surface Area: 131.75Molecular Species: ACIDHBA: 9HBD: 3
#RO5 Violations: 2HBA (Lipinski): 9HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 6.05CX Basic pKa: CX LogP: 9.51CX LogD: 7.45
Aromatic Rings: 3Heavy Atoms: 41QED Weighted: 0.22Np Likeness Score: 0.56

References

1. Bae J, Cho E, Park JS, Won TH, Seo SY, Oh DC, Oh KB, Shin J..  (2020)  Isocadiolides A-H: Polybrominated Aromatics from a Synoicum sp. Ascidian.,  83  (2): [PMID:31967465] [10.1021/acs.jnatprod.9b00968]

Source