Peniciphenalenin E

ID: ALA4780222

PubChem CID: 162663852

Max Phase: Preclinical

Molecular Formula: C16H14O5

Molecular Weight: 286.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1Oc2c(c(O)c3c4c(c(O)ccc24)OC3=O)C1(C)C

Standard InChI:  InChI=1S/C16H14O5/c1-6-16(2,3)11-12(18)10-9-7(13(11)20-6)4-5-8(17)14(9)21-15(10)19/h4-6,17-18H,1-3H3/t6-/m1/s1

Standard InChI Key:  KFEPKBFXKUMQJR-ZCFIWIBFSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   46.3392  -14.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6248  -14.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2892  -15.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4551  -12.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0682  -11.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8528  -11.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0243  -12.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1257  -14.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6704  -11.9804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1257  -15.3598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.8402  -14.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8402  -13.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6248  -13.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.1097  -13.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.9347  -13.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6266  -13.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4112  -13.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4112  -14.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1417  -13.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6266  -14.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3717  -15.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
 16  4  1  0
 17  7  1  0
  7 12  1  0
 11  8  1  0
  8 18  2  0
  4  9  1  0
  8 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14  2  1  0
  2 11  1  0
 14 15  1  6
 16 17  2  0
 16 19  1  0
 17 18  1  0
 18 20  1  0
 19 20  1  0
 20 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780222

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 286.28

Molecular Weight (Monoisotopic): 286.0841

AlogP: 2.84

#Rotatable Bonds: ┄

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: 9.55

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: 4.18

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: 2.34

References

1. Ge H,Shi M,Ma M,Lian XY,Zhang Z.  (2021)  Evaluation of the antiproliferative activity of 106 marine microbial metabolites against human lung cancer cells and potential antiproliferative mechanism of purpuride G.,  39  [PMID:33691166] [10.1016/j.bmcl.2021.127915]

Source

Source(1):

• Scientific Literature