Penicibilaene B

ID: ALA5204070

PubChem CID: 163079635

Max Phase: Preclinical

Molecular Formula: C17H26O3

Molecular Weight: 278.39

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C[C@H](C)[C@@]23CC=C(C)[C@H](C2)C[C@@](C)(O)[C@@H]13

Standard InChI:  InChI=1S/C17H26O3/c1-10-5-6-17-9-13(10)8-16(4,19)15(17)14(7-11(17)2)20-12(3)18/h5,11,13-15,19H,6-9H2,1-4H3/t11-,13-,14+,15+,16+,17+/m0/s1

Standard InChI Key:  MWJFQIAPGJUWFB-SBDQITGQSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.6975    1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6352    0.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862    0.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -0.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1510   -0.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1085    0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4607    1.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3090    1.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8317    0.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230    0.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598    0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654   -1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1786   -1.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6476    0.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3645   -1.1026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4099   -1.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    0.0431    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2350   -1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476   -1.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476   -0.3303    0.0000 O   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
 18 20  1  0
 20 21  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204070

   ---

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: 278.39

Molecular Weight (Monoisotopic): 278.1882

AlogP: 3.07

#Rotatable Bonds: 1

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.59

Np Likeness Score: 3.07

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