Onydecalin B

ID: ALA4550460

PubChem CID: 155554913

Max Phase: Preclinical

Molecular Formula: C21H32O4

Molecular Weight: 348.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C(\C)[C@H]1C(C)=C[C@H]2C[C@@H](C)C[C@@H](C(=O)O)[C@@H]2[C@@]1(C)C(=O)CCO

Standard InChI:  InChI=1S/C21H32O4/c1-6-13(3)18-14(4)11-15-9-12(2)10-16(20(24)25)19(15)21(18,5)17(23)7-8-22/h6,11-12,15-16,18-19,22H,7-10H2,1-5H3,(H,24,25)/b13-6+/t12-,15-,16-,18+,19-,21+/m1/s1

Standard InChI Key:  LCAKZDTYAJEGJC-QPYQJHIMSA-N

Molfile:  

 
     RDKit          2D

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   13.7242   -7.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4052   -7.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0431   -7.2191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7048   -9.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7048  -10.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3812  -10.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3812   -9.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0617   -9.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0583  -10.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7314  -10.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4126  -10.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4160   -9.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7384   -9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3812   -8.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0642   -8.0852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7024   -8.0852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0544   -8.8735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0266  -10.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0503  -11.2261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0932  -10.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4123   -8.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1011   -9.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7778   -9.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1054   -8.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4587   -9.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1098   -7.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8082   -7.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  4  5  1  0
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  8  7  1  0
  8  9  1  0
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  9 10  1  0
 10 11  2  0
 11 12  1  0
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  7 14  1  1
 14 15  2  0
 14 16  1  0
  8 17  1  1
  5 18  1  1
  9 19  1  6
 11 20  1  0
 13  1  1  0
 13 21  1  6
 12 22  1  1
 22 23  2  0
 22 24  1  0
 23 25  1  0
  2 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550460

   ---

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: 348.48

Molecular Weight (Monoisotopic): 348.2301

AlogP: 3.85

#Rotatable Bonds: 5

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.74

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 1.04

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: 2.10

References

1. Lin Z, Phadke S, Lu Z, Beyhan S, Abdel Aziz MH, Reilly C, Schmidt EW..  (2018)  Onydecalins, Fungal Polyketides with Anti- Histoplasma and Anti-TRP Activity.,  81  (12): [PMID:30507122] [10.1021/acs.jnatprod.7b01067]

Source

Source(1):

• Scientific Literature