5-(6-hydroxybenzofuran-2-yl)-2-(3-methylbut-1-enyl)benzene-1,3-diol

ID: ALA4281040

Cas Number: 936006-11-0

PubChem CID: 71307312

Max Phase: Preclinical

Molecular Formula: C19H18O4

Molecular Weight: 310.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)/C=C/c1c(O)cc(-c2cc3ccc(O)cc3o2)cc1O

Standard InChI:  InChI=1S/C19H18O4/c1-11(2)3-6-15-16(21)7-13(8-17(15)22)18-9-12-4-5-14(20)10-19(12)23-18/h3-11,20-22H,1-2H3/b6-3+

Standard InChI Key:  YVWWLJFWZOKLLA-ZZXKWVIFSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   15.3354  -24.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3342  -25.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0423  -25.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0405  -23.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7491  -24.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7539  -25.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5339  -25.3852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0113  -24.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5262  -24.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6262  -25.5493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8285  -24.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2386  -25.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0551  -25.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4603  -24.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0431  -23.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2281  -24.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4675  -26.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4450  -23.2874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2775  -24.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6912  -25.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5083  -25.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9220  -26.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9118  -24.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 13 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4281040

   5-(6-Hydroxybenzofuran-2-yl)-2-(3-methylbut-1-enyl)benzene-1,3-diol

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: 310.35

Molecular Weight (Monoisotopic): 310.1205

AlogP: 4.89

#Rotatable Bonds: 3

Polar Surface Area: 73.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.63

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: 1.34

References

1. Hu C, Ma S..  (2018)  Recent development of lipoxygenase inhibitors as anti-inflammatory agents.,  9  (2): [PMID:30108915] [10.1039/C7MD00390K]

Source

Source(1):

• Scientific Literature