Brasilianoid L

ID: ALA5199266

PubChem CID: 146682199

Max Phase: Preclinical

Molecular Formula: C25H30O6

Molecular Weight: 426.51

Names and Identifiers

Canonical SMILES:  C=C1[C@@]2(C)C[C@H]3C(=C)[C@]4(C=CC(=O)OC4(C)C)CC[C@]3(C)[C@@]13C(=O)O[C@@H](C)[C@@]3(O)C2=O

Standard InChI:  InChI=1S/C25H30O6/c1-13-16-12-21(6)14(2)24(19(28)30-15(3)25(24,29)18(21)27)22(16,7)10-11-23(13)9-8-17(26)31-20(23,4)5/h8-9,15-16,29H,1-2,10-12H2,3-7H3/t15-,16-,21+,22-,23-,24-,25+/m0/s1

Standard InChI Key:  YJDXBOGRIUMCLZ-ZLRFBPIASA-N

Molfile:  

 
     RDKit          2D

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   -0.0628   -1.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3642    1.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1934    1.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4915   -2.1954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9199    1.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060   -1.1116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -0.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628   -0.5457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199   -2.1954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0473   -1.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0751    0.2538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8468    1.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  8  9  1  0
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  1 12  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 16 15  2  0
  1 16  1  1
 10 17  1  0
 17 18  1  0
 19 18  1  0
 11 19  1  0
  9 20  2  0
 17 21  1  6
 19 22  2  0
  5 23  1  6
  4 24  1  1
 14 25  2  0
 12 26  1  0
 12 27  1  0
  3 28  2  0
  8 29  1  6
  8 30  1  0
 11 30  1  6
 10 31  1  1
 30 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5199266

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.51

Molecular Weight (Monoisotopic): 426.2042

AlogP: 3.05

#Rotatable Bonds: ┄

Polar Surface Area: 89.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: 2.38

References

1. Zhao M, Tang Y, Xie J, Zhao Z, Cui H..  (2021)  Meroterpenoids produced by fungi: Occurrence, structural diversity, biological activities, and their molecular targets.,  209  [PMID:33032085] [10.1016/j.ejmech.2020.112860]

Source

Source(1):

• Scientific Literature