merulins B

ID: ALA1098423

PubChem CID: 46887505

Max Phase: Preclinical

Molecular Formula: C14H22O5

Molecular Weight: 270.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC(=O)[C@H]2OO[C@@H]3C[C@]21CC[C@@]3(O)CO

Standard InChI:  InChI=1S/C14H22O5/c1-12(2)4-3-9(16)11-13(12)5-6-14(17,8-15)10(7-13)18-19-11/h10-11,15,17H,3-8H2,1-2H3/t10-,11-,13-,14-/m1/s1

Standard InChI Key:  VHPSGJANMAETOL-HBJVGIJOSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.0332    1.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332    0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453    2.3540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499   -0.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249   -0.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4582    1.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4571    0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1680   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8844    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1702    1.5268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5955   -0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800   -0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4540    1.9374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789   -0.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2997    0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1665    0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3079    0.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0247   -0.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  8 12  1  0
  9 10  1  1
 10 11  1  0
 14 12  1  0
  1  2  1  0
 11 13  1  0
  3  6  1  0
 11 14  1  0
  1  4  1  0
 13 15  1  0
  3  7  1  0
  8 16  1  6
  8  9  1  0
 11 17  1  6
  2  3  1  0
 13 18  1  0
  3  9  1  0
  9 19  1  0
 19 18  1  0
  8  4  1  0
 13 20  1  1
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098423

   MERULINS B

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 270.32

Molecular Weight (Monoisotopic): 270.1467

AlogP: 0.97

#Rotatable Bonds: 1

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.95

CX Basic pKa: ┄

CX LogP: 0.94

CX LogD: 0.94

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: 3.26

References

1. Chokpaiboon S, Sommit D, Teerawatananond T, Muangsin N, Bunyapaiboonsri T, Pudhom K..  (2010)  Cytotoxic nor-chamigrane and chamigrane endoperoxides from a basidiomycetous fungus.,  73  (5): [PMID:20411928] [10.1021/np100103j]

Source

Source(1):

• Scientific Literature