Cladosin F

ID: ALA4741493

PubChem CID: 162647016

Max Phase: Preclinical

Molecular Formula: C13H20N2O4

Molecular Weight: 268.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=C1NC(=O)C(=C(N)CC(O)C[C@@H](C)O)C1=O

Standard InChI:  InChI=1S/C13H20N2O4/c1-6(2)11-12(18)10(13(19)15-11)9(14)5-8(17)4-7(3)16/h7-8,16-17H,4-5,14H2,1-3H3,(H,15,19)/t7-,8?/m1/s1

Standard InChI Key:  RQOSUDVLGKQNKE-GVHYBUMESA-N

Molfile:  

 
     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   10.1695  -17.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9866  -17.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2410  -16.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5781  -16.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9193  -16.7888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5768  -15.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4662  -18.2272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6883  -18.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8757  -18.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0197  -18.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0186  -16.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6251  -17.0850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1896  -15.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9671  -15.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1381  -14.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9157  -14.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0867  -13.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5222  -14.9839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5737  -16.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  2  7  2  0
  1  8  2  0
  8  9  1  0
  8 10  1  0
  3 11  2  3
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  1
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741493

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 268.31

Molecular Weight (Monoisotopic): 268.1423

AlogP: -0.29

#Rotatable Bonds: 4

Polar Surface Area: 112.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: ┄

CX LogP: -1.57

CX LogD: -1.58

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.41

Np Likeness Score: 1.27

References

1. Pan F,El-Kashef DH,Kalscheuer R,Müller WEG,Lee J,Feldbrügge M,Mándi A,Kurtán T,Liu Z,Wu W,Proksch P.  (2020)  Cladosins L-O, new hybrid polyketides from the endophytic fungus Cladosporium sphaerospermum WBS017.,  191  [PMID:32101782] [10.1016/j.ejmech.2020.112159]

Source

Source(1):

• Scientific Literature