Aintennol A

ID: ALA4530219

PubChem CID: 155545874

Max Phase: Preclinical

Molecular Formula: C22H30O2

Molecular Weight: 326.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/c1c(CC=C(C)C)cc(CC=C(C)C)c(O)c1CO

Standard InChI:  InChI=1S/C22H30O2/c1-6-7-8-9-20-18(12-10-16(2)3)14-19(13-11-17(4)5)22(24)21(20)15-23/h6-11,14,23-24H,12-13,15H2,1-5H3/b7-6+,9-8+

Standard InChI Key:  JXRYYYLZGPTVQT-BLHCBFLLSA-N

Molfile:  

 
     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    4.1506   -2.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494   -3.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575   -3.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5671   -3.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5643   -2.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8557   -2.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705   -2.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9797   -2.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6859   -2.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3951   -2.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6828   -1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2755   -3.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9826   -3.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6909   -3.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3980   -3.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1063   -3.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -3.9845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428   -2.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352   -2.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -2.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3197   -2.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0272   -1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8573   -4.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495   -5.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  2 17  1  0
  1 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
  3 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530219

   ---

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: 326.48

Molecular Weight (Monoisotopic): 326.2246

AlogP: 5.49

#Rotatable Bonds: 7

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.59

CX Basic pKa: ┄

CX LogP: 6.01

CX LogD: 6.01

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: 1.66

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]

2. Lawhorn BG, Brnardic EJ, Behm DJ..  (2020)  Recent advances in TRPV4 agonists and antagonists.,  30  (8): [PMID:32063431] [10.1016/j.bmcl.2020.127022]

Source

Source(1):

• Scientific Literature