SID103905618

ID: ALA2000345

PubChem CID: 2858816

Max Phase: Preclinical

Molecular Formula: C18H14BrN3O2

Molecular Weight: 384.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C=C(C#N)c2nc3cc(C)ccc3[nH]2)c(Br)cc1O

Standard InChI:  InChI=1S/C18H14BrN3O2/c1-10-3-4-14-15(5-10)22-18(21-14)12(9-20)6-11-7-17(24-2)16(23)8-13(11)19/h3-8,23H,1-2H3,(H,21,22)

Standard InChI Key:  PNKALLUVKOKYHZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -2.6909   -1.4124    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409    1.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    0.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -2.1269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0
  2 14  1  0
  2 24  1  0
  3 17  1  0
  4  7  2  0
  4  8  1  0
  5  7  1  0
  5  9  1  0
  6 21  3  0
  7 10  1  0
  8  9  1  0
  8 16  2  0
  9 18  2  0
 10 12  2  3
 10 21  1  0
 12 11  1  0
 11 13  2  0
 11 15  1  0
 13 19  1  0
 14 15  2  0
 14 17  1  0
 16 20  1  0
 17 19  2  0
 18 22  1  0
 20 22  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2000345

   3-(2-bromo-4-hydroxy-5-methoxyphenyl)-2-(6-methyl-1H-benzimidazol-2-yl)prop-2-enenitrile

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: 384.23

Molecular Weight (Monoisotopic): 383.0269

AlogP: 4.41

#Rotatable Bonds: 3

Polar Surface Area: 81.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.32

CX Basic pKa: 4.06

CX LogP: 4.51

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: -1.06

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays