dankasterone A

ID: ALA250639

PubChem CID: 24179112

Max Phase: Preclinical

Molecular Formula: C28H40O3

Molecular Weight: 424.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CCC(=O)[C@]23CC(=O)C4=CC(=O)CC[C@]4(C)[C@H]2CC[C@]13C

Standard InChI:  InChI=1S/C28H40O3/c1-17(2)18(3)7-8-19(4)21-9-10-25(31)28-16-23(30)22-15-20(29)11-13-26(22,5)24(28)12-14-27(21,28)6/h7-8,15,17-19,21,24H,9-14,16H2,1-6H3/b8-7+/t18-,19+,21+,24+,26-,27+,28-/m0/s1

Standard InChI Key:  MHVQURVXZWOWCF-VODCKUOWSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  1  0  0  0  0  0999 V2000
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   -0.1375   -1.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710   -1.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7125   -1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980   -0.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790   -1.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0125    1.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4415    1.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227    0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    2.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5729    0.5454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696    0.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571    0.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5721   -1.5079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2871   -0.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5630   -3.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269   -2.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396   -2.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6
  5 16  1  0
  1  6  1  0
 16 17  1  0
  2  3  1  0
 16 18  1  6
  7 10  1  0
 17 19  2  0
  8  9  1  0
 19 20  1  0
  9 12  2  0
 20 21  1  0
 11 10  1  0
 21 22  1  0
 11 12  1  0
 21 23  1  0
  3  4  1  0
 20 24  1  6
  4  5  1  0
  5 25  1  6
  5  6  1  0
 15 26  1  0
  7  8  1  0
  6 27  1  0
 27 26  1  0
  6 28  1  1
 11 15  1  0
 15 29  1  6
 12 13  1  0
 11 30  1  1
 13 14  1  0
 13 31  2  0
 14  1  1  0
  8 32  2  0
  1 15  1  0
  2 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA250639

   DANKASTERONE A

Molecule Features

Natural Product: No

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: 424.63

Molecular Weight (Monoisotopic): 424.2977

AlogP: 6.12

#Rotatable Bonds: 4

Polar Surface Area: 51.21

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.28

CX LogD: 6.28

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: 2.89

References

1. Amagata T, Tanaka M, Yamada T, Doi M, Minoura K, Ohishi H, Yamori T, Numata A..  (2007)  Variation in cytostatic constituents of a sponge-derived Gymnascella dankaliensis by manipulating the carbon source.,  70  (11): [PMID:17988094] [10.1021/np070165m]

Source

Source(1):

• Scientific Literature