3-[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]-2,4-dihydroxybenzaldehyde

ID: ALA4285973

PubChem CID: 87428770

Max Phase: Preclinical

Molecular Formula: C17H22O3

Molecular Weight: 274.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/Cc1c(O)ccc(C=O)c1O

Standard InChI:  InChI=1S/C17H22O3/c1-12(2)5-4-6-13(3)7-9-15-16(19)10-8-14(11-18)17(15)20/h5,7-8,10-11,19-20H,4,6,9H2,1-3H3/b13-7+

Standard InChI Key:  RUHRYKCYHMUSIO-NTUHNPAUSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   13.5747  -10.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5747  -11.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2902  -11.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2902  -12.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5747  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8592  -12.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8592  -11.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8592   -9.9202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5747  -13.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0057  -11.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0057  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7170  -12.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4325  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1480  -12.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8635  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5790  -12.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2945  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0101  -12.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2945  -13.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4325  -13.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  5  9  1  0
  3 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 13 20  1  0
  4 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4285973

   3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxybenzaldehyde

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 274.36

Molecular Weight (Monoisotopic): 274.1569

AlogP: 4.15

#Rotatable Bonds: 6

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.20

CX Basic pKa: ┄

CX LogP: 5.12

CX LogD: 4.70

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: 2.13

References

1. West RA, O'Doherty OG, Askwith T, Atack J, Beswick P, Laverick J, Paradowski M, Pennicott LE, Rao SPS, Williams G, Ward SE..  (2017)  African trypanosomiasis: Synthesis & SAR enabling novel drug discovery of ubiquinol mimics for trypanosome alternative oxidase.,  141  [PMID:29107420] [10.1016/j.ejmech.2017.09.067]

2. Yuan Y, Jin W, Nazir Y, Fercher C, Blaskovich MAT, Cooper MA, Barnard RT, Ziora ZM..  (2020)  Tyrosinase inhibitors as potential antibacterial agents.,  187  [PMID:31810785] [10.1016/j.ejmech.2019.111892]

Source

Source(1):

• Scientific Literature