DEACETOXY-7-OXISOGEDUNIN

ID: ALA3138717

PubChem CID: 76336792

Max Phase: Preclinical

Molecular Formula: C26H30O6

Molecular Weight: 438.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)C=CC(=O)[C@]2(C)[C@H]3CC[C@@]4(C)[C@H](c5ccoc5)OC(=O)[C@H]5O[C@]54[C@]3(C)C(=O)C[C@@H]12

Standard InChI:  InChI=1S/C26H30O6/c1-22(2)9-7-17(27)24(4)15-6-10-23(3)19(14-8-11-30-13-14)31-21(29)20-26(23,32-20)25(15,5)18(28)12-16(22)24/h7-9,11,13,15-16,19-20H,6,10,12H2,1-5H3/t15-,16+,19+,20-,23+,24-,25+,26-/m1/s1

Standard InChI Key:  VOKBOMKQXKLQSI-WKNZXDARSA-N

Molfile:  

     RDKit          2D

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    1.9531    3.1653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3198   -0.0537    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
  3  1  1  0
  4  1  1  0
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  9 14  1  6
 15  6  1  0
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 17 11  1  0
 18 17  1  0
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 20 15  1  0
 21  8  2  0
 22 14  2  0
 23 10  2  0
 24 14  1  0
 25 22  1  0
 26 24  2  0
 27 15  2  0
  3 28  1  1
  4 29  1  6
  6 30  1  1
 31 17  1  0
 32 17  1  0
  2  5  1  0
 19  7  1  0
  8 12  1  0
 11  6  1  0
 26 25  1  0
 20 18  2  0
  2 33  1  6
  7 34  1  6
 11 35  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3138717

   (1R,2R,4S,7S,8S,11R,12S,17S)-7-(furan-3-yl)-1,8,12,16,16-pentamethyl-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-14-ene-5,13,19-trione

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: 438.52

Molecular Weight (Monoisotopic): 438.2042

AlogP: 4.20

#Rotatable Bonds: 1

Polar Surface Area: 86.11

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: 3.05

References

1. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(1):

• Scientific Literature