2-(3,7-dimethylocta-2,6-dienyl)-5-propylbenzene-1,3-diol

ID: ALA4856713

Cas Number: 55824-11-8

PubChem CID: 59444407

Max Phase: Preclinical

Molecular Formula: C19H28O2

Molecular Weight: 288.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1cc(O)c(C/C=C(\C)CCC=C(C)C)c(O)c1

Standard InChI:  InChI=1S/C19H28O2/c1-5-7-16-12-18(20)17(19(21)13-16)11-10-15(4)9-6-8-14(2)3/h8,10,12-13,20-21H,5-7,9,11H2,1-4H3/b15-10+

Standard InChI Key:  YJYIDZLGVYOPGU-XNTDXEJSSA-N

Molfile:  

 
     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   10.3001  -15.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2990  -15.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0070  -16.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7167  -15.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7139  -15.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0053  -14.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0028  -13.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5910  -16.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4251  -16.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1321  -15.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8405  -16.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5923  -14.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8847  -15.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1769  -14.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4693  -15.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1767  -13.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4695  -15.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1773  -16.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1775  -17.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8853  -17.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4699  -17.5496    0.0000 C   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
  6  7  1  0
  2  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
  1 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856713

   Cannabigerovarin

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: 288.43

Molecular Weight (Monoisotopic): 288.2089

AlogP: 5.29

#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: 9.16

CX Basic pKa: ┄

CX LogP: 6.16

CX LogD: 6.15

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: 1.89

References

1. Martin LJ, Cairns EA, Heblinski M, Fletcher C, Krycer JR, Arnold JC, McGregor IS, Bowen MT, Anderson LL..  (2021)  Cannabichromene and Δ⁹-Tetrahydrocannabinolic Acid Identified as Lactate Dehydrogenase-A Inhibitors by in Silico and in Vitro Screening.,  84  (5.0): [PMID:33887133] [10.1021/acs.jnatprod.0c01281]

Source

Source(1):

• Scientific Literature