(E)-5-((5-bromo-1H-indol-3-yl)methylene)-2-iminoimidazolidin-4-one

ID: ALA2442272

Max Phase: Preclinical

Molecular Formula: C12H9BrN4O

Molecular Weight: 305.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C1NC(=O)/C(=C\c2c[nH]c3ccc(Br)cc23)N1

Standard InChI:  InChI=1S/C12H9BrN4O/c13-7-1-2-9-8(4-7)6(5-15-9)3-10-11(18)17-12(14)16-10/h1-5,15H,(H3,14,16,17,18)/b10-3+

Standard InChI Key:  YTYPKXGCVRKLLN-XCVCLJGOSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   16.9019   -4.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4654   -5.1193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6734   -4.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6121   -4.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3762   -3.7985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0446   -5.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7186   -4.3701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1882   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5580   -5.5511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3042   -5.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0091   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4175   -4.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1882   -4.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0091   -4.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7757   -4.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8317   -3.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2194   -4.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7811   -2.8109    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  3  6  2  0
  1  7  2  0
 12 11  1  0
 17 12  1  0
  4 16  2  0
 10 17  2  0
 11  8  2  0
 15 13  2  0
 12 14  2  0
 13 14  1  0
  9 10  1  0
  8 15  1  0
  9 14  1  0
 16 17  1  0
  8 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2442272

   ---

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: 305.13

Molecular Weight (Monoisotopic): 303.9960

AlogP: 1.93

#Rotatable Bonds: 1

Polar Surface Area: 80.77

Molecular Species: NEUTRAL

HBA: 2

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.37

CX Basic pKa: 2.34

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.61

Np Likeness Score: -0.14

References

1. Lewellyn K, Bialonska D, Loria MJ, White SW, Sufka KJ, Zjawiony JK..  (2013)  In vitro structure-activity relationships of aplysinopsin analogs and their in vivo evaluation in the chick anxiety-depression model.,  21  (22): [PMID:24084296] [10.1016/j.bmc.2013.09.011]

Source

Source(1):

• Scientific Literature