Cochliomycin D

ID: ALA4869254

PubChem CID: 59467243

Max Phase: Preclinical

Molecular Formula: C19H22O7

Molecular Weight: 362.38

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/C[C@H](C)OC2=O

Standard InChI:  InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,15+,18+/m0/s1

Standard InChI Key:  NEQZWEXWOFPKOT-KMIRMROWSA-N

Molfile:  

 
     RDKit          2D

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   28.7406  -27.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7395  -27.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4475  -28.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4457  -26.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1543  -27.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1532  -27.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8594  -28.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8617  -26.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5724  -27.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5690  -27.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9870  -27.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2792  -26.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9836  -27.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2727  -28.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2654  -29.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9673  -29.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6782  -29.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6872  -28.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4433  -25.8403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0314  -28.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3240  -27.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9588  -30.3369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8617  -25.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2815  -25.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5535  -29.5047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3818  -29.5334    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  2  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
 15 25  1  6
 17 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869254

   (4S,6E,9S,10R,12E)-9,10,18-trihydroxy-16-methoxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),6,12,15,17-pentaene-2,8-dione

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: 362.38

Molecular Weight (Monoisotopic): 362.1366

AlogP: 1.60

#Rotatable Bonds: 1

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.59

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: 2.01

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