Aintennol E

ID: ALA4547639

PubChem CID: 145720967

Max Phase: Preclinical

Molecular Formula: C22H26O4

Molecular Weight: 354.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCc1cc2c(c3c1[C@@H]1C[C@H](C3=O)[C@@H]1C)OC(C)(C)[C@@H](O)C2=O

Standard InChI:  InChI=1S/C22H26O4/c1-10(2)6-7-12-8-15-19(24)21(25)22(4,5)26-20(15)17-16(12)13-9-14(11(13)3)18(17)23/h6,8,11,13-14,21,25H,7,9H2,1-5H3/t11-,13-,14+,21+/m1/s1

Standard InChI Key:  YRDFJEHXATZPAY-FFKKGALMSA-N

Molfile:  

 
     RDKit          2D

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   21.3790   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7918   -4.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9742   -4.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7918   -4.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4970   -5.3943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4970   -3.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4970   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0829   -3.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2023   -4.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2007   -4.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6089   -4.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9041   -3.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3153   -3.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3127   -2.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0191   -2.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0165   -1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7281   -2.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6112   -4.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9059   -5.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9051   -6.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6081   -6.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3135   -6.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3159   -5.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1965   -6.6112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0204   -6.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6024   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6024   -7.4290    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.0180   -4.9774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  4  6  1  0
  2  5  1  0
  5 10  1  0
  9  6  1  0
  6  7  2  0
  4  8  1  1
  9 10  2  0
 10 19  1  0
 18 11  1  0
 11 12  2  0
 12  9  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 18 19  2  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  2  0
 22 25  1  1
 21 26  1  0
 23 26  1  0
 21 27  1  6
 23 28  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4547639

   ---

Molecule Features

Natural Product: Yes

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: 354.45

Molecular Weight (Monoisotopic): 354.1831

AlogP: 3.85

#Rotatable Bonds: 2

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.13

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: 2.17

References

1. Lin Z, Kakule TB, Reilly CA, Beyhan S, Schmidt EW..  (2019)  Secondary Metabolites of Onygenales Fungi Exemplified by Aioliomyces pyridodomos.,  82  (6): [PMID:31155876] [10.1021/acs.jnatprod.9b00121]

Source

Source(1):

• Scientific Literature