dehydrozaluzanin C

ID: ALA2270297

PubChem CID: 10538257

Max Phase: Preclinical

Molecular Formula: C15H16O3

Molecular Weight: 244.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)C[C@H]2C(=C)CC[C@H]3C(=C)C(=O)O[C@@H]3[C@@H]12

Standard InChI:  InChI=1S/C15H16O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h10-11,13-14H,1-6H2/t10-,11-,13-,14-/m0/s1

Standard InChI Key:  KNQLJJDOGQIMMT-IMIFBBOLSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   19.9584  -17.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5795  -17.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2710  -16.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2799  -17.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0834  -16.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5820  -15.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3989  -15.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9194  -16.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2114  -15.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5158  -18.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7543  -17.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0228  -17.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1465  -18.3726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9582  -18.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3336  -17.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3242  -19.2324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1508  -17.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1634  -17.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4  2  1  1
  5  3  1  1
  3  1  1  0
  4  5  1  0
  5  6  1  0
  4 12  1  0
  6  7  1  0
  7  8  1  0
 11  8  1  1
  6  9  2  0
  2 10  2  0
 11 12  1  0
 12 13  1  6
 13 14  1  0
 14 15  1  0
 11 15  1  0
 14 16  2  0
 15 17  2  0
  1 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270297

   DEHYDROZALUZANIN C

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 244.29

Molecular Weight (Monoisotopic): 244.1099

AlogP: 2.20

#Rotatable Bonds: ┄

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.37

Np Likeness Score: 2.86

References

1. Macías FA, Galindo JC, Castellano D, Velasco RF..  (2000)  Sesquiterpene lactones with potential use as natural herbicide models. 2. guaianolides.,  48  (11): [PMID:11087474] [10.1021/jf0005364]

Source

Source(1):

• Scientific Literature