(E)-5-[(6-Fluoro-1H-indol-3-yl)methylene]-2-imino-1,3-dimethylimidazolidin-4-one

ID: ALA1173820

PubChem CID: 136016507

Max Phase: Preclinical

Molecular Formula: C14H13FN4O

Molecular Weight: 272.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=N)N(C)/C(=C/c2c[nH]c3cc(F)ccc23)C1=O

Standard InChI:  InChI=1S/C14H13FN4O/c1-18-12(13(20)19(2)14(18)16)5-8-7-17-11-6-9(15)3-4-10(8)11/h3-7,16-17H,1-2H3/b12-5+,16-14?

Standard InChI Key:  MUTLEZDXAUDNMD-ZSUDRMHPSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.8837   -8.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5482   -7.4355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -6.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8757   -7.2959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7042   -8.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022   -9.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -9.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123  -10.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022  -10.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -9.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167  -10.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0013  -10.8355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4862  -10.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0013   -9.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -8.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4712   -8.9036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -6.0629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294   -6.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2588   -7.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9267  -10.9931    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
  4  5  1  0
  5  1  1  0
  1  2  1  0
  6  7  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  2  3  1  0
 14 15  1  0
 15  5  2  0
  7  8  1  0
  1 16  2  0
  3  4  1  0
  3 17  2  0
  8  9  2  0
  4 18  1  0
  9 11  1  0
  2 19  1  0
 10  6  1  0
  8 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1173820

   ---

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: 272.28

Molecular Weight (Monoisotopic): 272.1073

AlogP: 1.99

#Rotatable Bonds: 1

Polar Surface Area: 63.19

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.61

CX LogP: 1.53

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -0.06

References

1. Cummings DF, Canseco DC, Sheth P, Johnson JE, Schetz JA..  (2010)  Synthesis and structure-affinity relationships of novel small molecule natural product derivatives capable of discriminating between serotonin 5-HT1A, 5-HT2A, 5-HT2C receptor subtypes.,  18  (13): [PMID:20570529] [10.1016/j.bmc.2010.05.017]

Source

Source(1):

• Scientific Literature