Penicibilaene A

ID: ALA5185044

PubChem CID: 163063558

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-BBZRCZKMSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.3164    1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9051    0.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162   -0.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699   -0.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5103    0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1581    1.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6901    1.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    0.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041    0.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409    0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2001   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534   -1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7975   -1.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    0.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834   -1.1026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0288   -1.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293    0.0431    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  4  3  1  0
  5  4  1  0
  5  6  1  0
  6  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
 10  9  1  0
 10 11  1  0
  6 11  1  6
 10 12  1  0
 13 12  1  0
  5 13  1  0
 13 14  1  0
 13 15  1  6
  9 16  1  0
  5 17  1  1
  4 18  1  1
 10 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5185044

   ---

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. Li K, Chen S, Pang X, Cai J, Zhang X, Liu Y, Zhu Y, Zhou X..  (2022)  Natural products from mangrove sediments-derived microbes: Structural diversity, bioactivities, biosynthesis, and total synthesis.,  230  [PMID:35063731] [10.1016/j.ejmech.2022.114117]

Source

Source(1):

• Scientific Literature