4-chloro-7-(trifluoromethyl)-10H-benzofuro[3,2-b]indole-1-carboxylic acid

ID: ALA4859302

PubChem CID: 11681889

Max Phase: Preclinical

Molecular Formula: C16H7ClF3NO3

Molecular Weight: 353.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(Cl)c2c1[nH]c1c3ccc(C(F)(F)F)cc3oc12

Standard InChI:  InChI=1S/C16H7ClF3NO3/c17-9-4-3-8(15(22)23)12-11(9)14-13(21-12)7-2-1-6(16(18,19)20)5-10(7)24-14/h1-5,21H,(H,22,23)

Standard InChI Key:  UHBYURHTVOBWFN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.2081   -5.2787    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036   -4.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946   -5.2761    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -3.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5150   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2231   -4.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2213   -2.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9299   -3.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9302   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131   -4.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7127   -3.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1954   -3.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1968   -2.4242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787   -2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9778   -3.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6855   -3.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3946   -3.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915   -2.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6833   -2.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0996   -4.1656    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6806   -1.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3870   -1.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716   -1.0468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6855   -4.7238    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 11  8  1  0
 11 12  2  0
 12 15  1  0
 14 13  1  0
 13 11  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  5  2  1  0
  2 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 16 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859302

   4-Chloro-7-(trifluoromethyl)-10h-benzofuro[3,2-b]indole-1-carboxylic acid

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: 353.68

Molecular Weight (Monoisotopic): 353.0067

AlogP: 5.44

#Rotatable Bonds: 1

Polar Surface Area: 66.23

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.53

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 1.05

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.48

Np Likeness Score: -0.43

References

1. Qi XL, Jo H, Wang XY, Ji TT, Lin HX, Park CS, Cui YM..  (2021)  Synthesis and BK channel-opening activity of 2-amino-1,3-thiazole derivatives.,  43  [PMID:33964448] [10.1016/j.bmcl.2021.128083]

2. Valverde, M A MA and 8 more authors.  1999-09-17  Acute activation of Maxi-K channels (hSlo) by estradiol binding to the beta subunit.  [PMID:10489376]

3. Gribkoff, V K VK and 29 more authors.  2001-04  Targeting acute ischemic stroke with a calcium-sensitive opener of maxi-K potassium channels.  [PMID:11283675]

Source

Source(1):

• Scientific Literature