4,5,6-Tribromo-2,3-dihydro-2,2-dimethyl-7-benzofuranol

ID: ALA2259977

PubChem CID: 16728413

Max Phase: Preclinical

Molecular Formula: C10H9Br3O2

Molecular Weight: 400.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Cc2c(Br)c(Br)c(Br)c(O)c2O1

Standard InChI:  InChI=1S/C10H9Br3O2/c1-10(2)3-4-5(11)6(12)7(13)8(14)9(4)15-10/h14H,3H2,1-2H3

Standard InChI Key:  HFUKPEFZPDENLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    6.5657   -1.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5646   -2.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2790   -3.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2772   -1.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9922   -1.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9924   -2.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7825   -2.9073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2705   -2.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7821   -1.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2792   -3.8881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8528   -2.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8528   -1.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8501   -3.0626    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.8516   -1.4119    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.2747   -0.5868    0.0000 Br  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  1  0
  9  5  1  0
  3 10  1  0
  8 11  1  0
  8 12  1  0
  2 13  1  0
  1 14  1  0
  4 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2259977

   4,5,6-tribromo-2,2-dimethyl-3H-benzofuran-7-ol

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: 400.89

Molecular Weight (Monoisotopic): 397.8153

AlogP: 4.39

#Rotatable Bonds: ┄

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.58

CX Basic pKa: ┄

CX LogP: 4.56

CX LogD: 4.34

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.65

Np Likeness Score: 1.09

References

1. Kossakowski J, Ostrowska K, Struga M, Stefanska J.  (2009)  Synthesis of new derivatives of 2,2-dimethyl-2,3-dihydro-7-benzo[b]furanol with potential antimicrobial activity,  18  (7): [10.1007/s00044-008-9149-5]

Source

Source(1):

• Scientific Literature