Podospin J

ID: ALA4856444

PubChem CID: 164614098

Max Phase: Preclinical

Molecular Formula: C19H24O8

Molecular Weight: 380.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)/C=C/C[C@H](O)[C@H](O)C(=O)C[C@H](O)C[C@H](C)OC2=O

Standard InChI:  InChI=1S/C19H24O8/c1-10-6-12(20)8-16(23)18(24)14(21)5-3-4-11-7-13(26-2)9-15(22)17(11)19(25)27-10/h3-4,7,9-10,12,14,18,20-22,24H,5-6,8H2,1-2H3/b4-3+/t10-,12+,14-,18-/m0/s1

Standard InChI Key:  UIQPMEXHFMIMLI-MVFXTDLHSA-N

Molfile:  

 
     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   16.1732  -18.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1720  -19.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8801  -20.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8783  -18.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5869  -18.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5858  -19.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2920  -20.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2943  -18.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0050  -18.8722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0016  -19.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4196  -18.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7118  -18.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4162  -19.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7053  -20.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6980  -20.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3999  -21.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1108  -20.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1198  -20.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8759  -17.6477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4640  -20.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7566  -19.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3914  -22.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2943  -17.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7141  -17.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8144  -21.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9861  -21.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0005  -20.4009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  2  0
  9  8  1  0
  9 12  1  0
 10 14  1  0
 13 11  1  0
 11 12  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  4 19  1  0
  2 20  1  0
 20 21  1  0
 16 22  1  1
  8 23  2  0
 12 24  1  1
 17 25  2  0
 15 26  1  1
 13 27  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4856444

   ---

Molecule Features

Natural Product: No

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: 380.39

Molecular Weight (Monoisotopic): 380.1471

AlogP: 0.79

#Rotatable Bonds: 1

Polar Surface Area: 133.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.59

CX Basic pKa: ┄

CX LogP: 1.27

CX LogD: 1.27

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: 2.12

References

1. Gao Y, Duan FF, Liu L, Peng XG, Meng XG, Ruan HL..  (2021)  Hypothemycin-Type Resorcylic Acid Lactones with Immunosuppressive Activities from a Podospora sp.,  84  (2.0): [PMID:33544615] [10.1021/acs.jnatprod.0c01344]

Source

Source(1):

• Scientific Literature