Nebucane A

ID: ALA5190493

PubChem CID: 168281546

Max Phase: Preclinical

Molecular Formula: C15H19NO2

Molecular Weight: 245.32

Names and Identifiers

Canonical SMILES:  C[C@@H]1C(=O)c2[nH]cc(CO)c2C2=CC(C)(C)C[C@@H]21

Standard InChI:  InChI=1S/C15H19NO2/c1-8-10-4-15(2,3)5-11(10)12-9(7-17)6-16-13(12)14(8)18/h5-6,8,10,16-17H,4,7H2,1-3H3/t8-,10+/m0/s1

Standard InChI Key:  RLJIBZUVXXXXGI-WCBMZHEXSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.2654    1.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470    0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0905   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030    0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0905    1.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153   -0.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6688   -1.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3363   -0.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057    1.9711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0402    1.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9478    0.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5311    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278    0.4467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028    2.0668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278    0.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -2.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573   -2.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.2898    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  3  7  2  0
  7  8  1  0
  9  8  1  0
  4  9  1  0
  1 10  1  0
 10 11  1  0
 12 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
  6 15  2  0
  5 16  1  6
  8 17  1  0
  8 18  1  0
  4 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5190493

   ---

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: 245.32

Molecular Weight (Monoisotopic): 245.1416

AlogP: 2.77

#Rotatable Bonds: 1

Polar Surface Area: 53.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.38

CX Basic pKa: ┄

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.80

Np Likeness Score: 1.47

References

1. Schrey H, Scheele T, Ulonska C, Nedder DL, Neudecker T, Spiteller P, Stadler M..  (2022)  Alliacane-Type Secondary Metabolites from Submerged Cultures of the Basidiomycete Clitocybe nebularis.,  85  (10.0): [PMID:36130285] [10.1021/acs.jnatprod.2c00554]

Source

Source(1):

• Scientific Literature