Sclerosporide

ID: ALA4582129

PubChem CID: 155562018

Max Phase: Preclinical

Molecular Formula: C23H36O7

Molecular Weight: 424.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1[C@@H](O)[C@H](O)[C@H](OC(=O)C2=CC[C@H](C(C)C)[C@H]3C=C(C)CC[C@@H]23)[C@H](OC)[C@H]1O

Standard InChI:  InChI=1S/C23H36O7/c1-11(2)13-8-9-15(14-7-6-12(3)10-16(13)14)23(27)30-22-18(25)17(24)20(28-4)19(26)21(22)29-5/h9-11,13-14,16-22,24-26H,6-8H2,1-5H3/t13-,14+,16-,17+,18+,19+,20-,21-,22+/m1/s1

Standard InChI Key:  UFNLIQIFTAMKKF-XGGNSGRDSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   16.0992   -9.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3910  -10.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3922  -11.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0945  -11.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8028  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8087  -10.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0980   -9.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6839  -11.4952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0922  -12.3143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5087  -11.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6832   -9.8660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5170   -9.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8051   -8.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9768  -11.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2649  -13.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2649  -14.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9702  -15.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9702  -13.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6755  -13.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6720  -14.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3741  -15.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0841  -14.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0876  -13.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3810  -13.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3695  -15.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6640  -15.5762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6682  -13.1287    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5578  -15.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6595  -16.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0749  -16.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3833  -12.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6768  -12.3102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  6
  3  8  1  6
  4  9  1  6
  5 10  1  6
  2 11  1  1
  6 12  1  1
  7 13  1  0
  8 14  1  0
 15 16  1  0
 15 18  1  0
 16 17  2  0
 17 20  1  0
 19 18  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 21 25  1  6
 20 26  1  6
 19 27  1  6
 16 28  1  0
 25 29  1  0
 25 30  1  0
 24 31  1  0
 31  9  1  0
 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4582129

   ---

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: 424.53

Molecular Weight (Monoisotopic): 424.2461

AlogP: 1.60

#Rotatable Bonds: 5

Polar Surface Area: 105.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 2.04

CX LogD: 2.04

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: 2.50

References

1. Dallery JF, Le Goff G, Adelin E, Iorga BI, Pigné S, O'Connell RJ, Ouazzani J..  (2019)  Deleting a Chromatin Remodeling Gene Increases the Diversity of Secondary Metabolites Produced by Colletotrichum higginsianum.,  82  (4): [PMID:30776231] [10.1021/acs.jnatprod.8b00796]

Source

Source(1):

• Scientific Literature