(E)-5-((4-bromo-1H-indol-3-yl)methylene)-3-methyl-2-(methylimino)imidazolidin-4-one

ID: ALA2442266

Max Phase: Preclinical

Molecular Formula: C14H13BrN4O

Molecular Weight: 333.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/N=C1/N/C(=C/c2c[nH]c3cccc(Br)c23)C(=O)N1C

Standard InChI:  InChI=1S/C14H13BrN4O/c1-16-14-18-11(13(20)19(14)2)6-8-7-17-10-5-3-4-9(15)12(8)10/h3-7,17H,1-2H3,(H,16,18)/b11-6+

Standard InChI Key:  IPEDGFQBWJGPBU-IZZDOVSWSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   15.6178   -9.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9528   -8.8319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2877   -9.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5406  -10.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3651  -10.1006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0560  -10.7699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4063   -9.0636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0181   -9.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8495  -10.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5035   -9.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2224  -10.7715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9722  -10.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8874   -9.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0818   -9.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6696   -8.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8450   -8.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4328   -9.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8450  -10.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6696  -10.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0818   -8.0132    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
  4  6  2  0
  7  8  1  0
  1  7  2  0
  5  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 11 19  1  0
 14 19  2  0
 15 20  1  0
 10 13  1  0
  3 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2442266

   ---

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: 333.19

Molecular Weight (Monoisotopic): 332.0273

AlogP: 2.32

#Rotatable Bonds: 1

Polar Surface Area: 60.49

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.13

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.02

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