Penijanthine C

ID: ALA5172906

PubChem CID: 156582122

Max Phase: Preclinical

Molecular Formula: C28H41NO3

Molecular Weight: 439.64

Names and Identifiers

Canonical SMILES:  CC(C)(O)[C@H](O)CC[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@H]1Cc3c([nH]c4ccccc34)[C@@]12C

Standard InChI:  InChI=1S/C28H41NO3/c1-25(2,32)22(30)12-14-26(3)21-11-10-17-16-19-18-8-6-7-9-20(18)29-24(19)28(17,5)27(21,4)15-13-23(26)31/h6-9,17,21-23,29-32H,10-16H2,1-5H3/t17-,21-,22+,23-,26-,27-,28+/m0/s1

Standard InChI Key:  XUDVKTPTAOVMJY-FNCFULCPSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   -3.3147    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8157   -0.6675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8155    0.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5460    0.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3304    1.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684   -0.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828    0.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    1.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1683   -0.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828   -1.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5973   -0.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5973   -0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    1.9045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5460   -0.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684    0.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828   -0.5706    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3118   -1.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3118    0.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5973    0.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0263   -0.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7408    0.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407    1.0794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4552   -0.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4552   -0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697    0.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697   -0.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  8  9  2  0
  6  9  1  0
 10 11  1  0
 11 12  1  0
  8 10  1  0
  9 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 13  1  0
 11 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 17  1  0
 14 20  1  0
  7  8  1  0
  5  7  1  0
 11 21  1  1
 10 22  1  6
 13 23  1  1
 14 24  1  6
 19 25  1  1
 20 26  1  0
 20 27  1  1
 26 28  1  0
 28 29  1  0
 29 31  1  0
 29 30  1  1
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5172906

   ---

Molecule Features

Natural Product: No

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: 439.64

Molecular Weight (Monoisotopic): 439.3086

AlogP: 5.09

#Rotatable Bonds: 4

Polar Surface Area: 76.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.85

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.54

Np Likeness Score: 2.53

References

1. Zhao M, Tang Y, Xie J, Zhao Z, Cui H..  (2021)  Meroterpenoids produced by fungi: Occurrence, structural diversity, biological activities, and their molecular targets.,  209  [PMID:33032085] [10.1016/j.ejmech.2020.112860]

Source

Source(1):

• Scientific Literature