Penicibilane A

ID: ALA5285389

Max Phase: Preclinical

Molecular Formula: C15H24O2

Molecular Weight: 236.35

Names and Identifiers

Canonical SMILES:  CC1=CC[C@]23C[C@H]1C[C@@](C)(O)[C@H]2[C@H](O)C[C@@H]3C

Standard InChI:  InChI=1S/C15H24O2/c1-9-4-5-15-8-11(9)7-14(3,17)13(15)12(16)6-10(15)2/h4,10-13,16-17H,5-8H2,1-3H3/t10-,11+,12+,13+,14+,15+/m0/s1

Standard InChI Key:  KCUAHALVFZQCSG-CMBQYIQPSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.7006   -0.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137    0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -0.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -0.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -1.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -0.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991    1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003    1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3324    0.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3839    1.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290    0.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.5099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416   -1.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5528   -0.9226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7283    0.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148    0.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1290   -0.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -1.3349    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  9  8  1  0
  3  9  1  0
  7 10  1  1
  9 11  1  1
  3 12  1  1
  4 13  1  1
  4 14  1  0
  6 15  1  0
  2 16  1  0
 15 17  2  0
 16 17  1  0
 15 18  1  0
  6 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5285389

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 236.35

Molecular Weight (Monoisotopic): 236.1776

AlogP: 2.50

#Rotatable Bonds: ┄

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.63

Np Likeness Score: 3.13

References

1. El-Hossary EM, Cheng C, Hamed MM, Hamed MM, El-Sayed Hamed AN, Ohlsen K, Hentschel U, Abdelmohsen UR..  (2017)  Antifungal potential of marine natural products.,  126  [PMID:27936443] [10.1016/j.ejmech.2016.11.022]

Source

Source(1):

• Scientific Literature