Cladosin M

ID: ALA4740357

PubChem CID: 162645149

Max Phase: Preclinical

Molecular Formula: C13H17NO4

Molecular Weight: 251.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=C1NC(=O)C2=C1O[C@H](C[C@H](C)O)CC2=O

Standard InChI:  InChI=1S/C13H17NO4/c1-6(2)11-12-10(13(17)14-11)9(16)5-8(18-12)4-7(3)15/h7-8,15H,4-5H2,1-3H3,(H,14,17)/t7-,8+/m0/s1

Standard InChI Key:  GQZAPSUGCBOUAP-JGVFFNPUSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    9.8017   -4.0983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5070   -3.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5070   -2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8017   -2.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0964   -3.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0964   -2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3193   -2.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8389   -3.2852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3192   -3.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0668   -1.8469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8017   -1.6468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -4.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2673   -4.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6135   -5.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2141   -4.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9224   -3.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6295   -4.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9236   -2.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  7 10  2  0
  4 11  2  0
  9 12  2  0
 12 13  1  0
 12 14  1  0
  2 15  1  1
 15 16  1  0
 16 17  1  0
 16 18  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4740357

   ---

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: 251.28

Molecular Weight (Monoisotopic): 251.1158

AlogP: 0.79

#Rotatable Bonds: 2

Polar Surface Area: 75.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.90

CX Basic pKa: ┄

CX LogP: -0.43

CX LogD: -0.43

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: 1.66

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