(E)-2-(((1H-indol-5-yl)imino)methyl)-3,4-dibromo-6-ethoxyphenol

ID: ALA3335252

PubChem CID: 136998781

Max Phase: Preclinical

Molecular Formula: C17H14Br2N2O2

Molecular Weight: 438.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(Br)c(Br)c(/C=N/c2ccc3[nH]ccc3c2)c1O

Standard InChI:  InChI=1S/C17H14Br2N2O2/c1-2-23-15-8-13(18)16(19)12(17(15)22)9-21-11-3-4-14-10(7-11)5-6-20-14/h3-9,20,22H,2H2,1H3/b21-9+

Standard InChI Key:  RMAPFHNEULNCEO-ZVBGSRNCSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.1253   -7.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1242   -8.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8322   -9.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419   -8.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -7.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -7.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2452   -7.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545   -7.8328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6606   -7.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683   -7.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3571   -6.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6544   -6.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0713   -6.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0734   -7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8491   -7.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3265   -7.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8458   -6.3485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2502   -9.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320   -9.8874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396  -10.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4175   -7.4333    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.8280   -6.6156    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2474   -9.8877    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 12  9  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
  4 18  1  0
  3 19  1  0
 19 20  1  0
  1 21  1  0
  6 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335252

   ---

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: 438.12

Molecular Weight (Monoisotopic): 435.9422

AlogP: 5.55

#Rotatable Bonds: 4

Polar Surface Area: 57.61

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.31

CX Basic pKa: 0.71

CX LogP: 5.38

CX LogD: 5.33

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -0.62

References

1. Shim HJ, Yang HR, Kim HIe, Kang SA, No KT, Jung YH, Lee ST..  (2014)  Discovery of (E)-5-(benzylideneamino)-1H-benzo[d]imidazol-2(3H)-one derivatives as inhibitors for PTK6.,  24  (19): [PMID:25205190] [10.1016/j.bmcl.2014.08.036]

Source

Source(1):

• Scientific Literature