Podospin A

ID: ALA4869449

PubChem CID: 164618919

Max Phase: Preclinical

Molecular Formula: C18H22O6

Molecular Weight: 334.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](O)C/C=C/[C@@H]1CCCC(=O)Cc2cc(O)cc(O)c2C(=O)O1

Standard InChI:  InChI=1S/C18H22O6/c1-11(19)4-2-6-15-7-3-5-13(20)8-12-9-14(21)10-16(22)17(12)18(23)24-15/h2,6,9-11,15,19,21-22H,3-5,7-8H2,1H3/b6-2+/t11-,15+/m0/s1

Standard InChI Key:  DGWWIUJXDNEVGX-CDBKTPPVSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    3.6471   -4.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6459   -5.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3540   -5.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3522   -3.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0608   -4.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596   -5.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7697   -5.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7721   -3.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4867   -4.3609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4837   -5.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1946   -5.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9131   -5.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9162   -4.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2007   -3.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9379   -5.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3497   -3.1364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7721   -3.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2025   -3.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0670   -4.4780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9112   -2.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9130   -1.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6217   -1.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6235   -0.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3284   -1.9094    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  1  0
  9  8  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  2 15  1  0
  4 16  1  0
  8 17  2  0
 14 18  1  6
 10 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4869449

   ---

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: 334.37

Molecular Weight (Monoisotopic): 334.1416

AlogP: 2.25

#Rotatable Bonds: 3

Polar Surface Area: 104.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.03

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: 2.44

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