Onydecalin D

ID: ALA4533807

PubChem CID: 155546810

Max Phase: Preclinical

Molecular Formula: C23H33NO3

Molecular Weight: 371.52

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]3C(=O)/C(=C\NCCO)C(=O)[C@]1(C)[C@H]23

Standard InChI:  InChI=1S/C23H33NO3/c1-6-14(3)19-15(4)11-16-9-13(2)10-17-20(16)23(19,5)22(27)18(21(17)26)12-24-7-8-25/h6,11-13,16-17,19-20,24-25H,7-10H2,1-5H3/b14-6+,18-12+/t13-,16-,17-,19+,20-,23+/m1/s1

Standard InChI Key:  KXMSGRJOTFHUTA-SWOZMIEOSA-N

Molfile:  

 
     RDKit          2D

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   28.3949  -11.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0967  -10.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7946  -11.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5005  -10.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.0887  -11.6058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   28.3988   -8.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6780   -8.3326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1211   -7.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3972   -7.0957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5446   -8.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5209   -9.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0928   -9.1418    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.6648   -9.1501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.2182   -8.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6868   -7.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9818   -7.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2714   -7.4900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
 17 23  2  0
 16 24  1  6
 15 25  1  1
 14 26  1  6
 11 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533807

   ---

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: 371.52

Molecular Weight (Monoisotopic): 371.2460

AlogP: 3.43

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.34

Np Likeness Score: 1.57

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