(E)-3-Ethyl-5-[(6-fluoro-1H-indol-3-yl)methylene]-2-imino-1methylimidazolidin-4-one

ID: ALA1172812

PubChem CID: 136016497

Max Phase: Preclinical

Molecular Formula: C15H15FN4O

Molecular Weight: 286.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=N)N(C)/C(=C/c2c[nH]c3cc(F)ccc23)C1=O

Standard InChI:  InChI=1S/C15H15FN4O/c1-3-20-14(21)13(19(2)15(20)17)6-9-8-18-12-7-10(16)4-5-11(9)12/h4-8,17-18H,3H2,1-2H3/b13-6+,17-15?

Standard InChI Key:  CFIKNQMQZHORRL-DZYRLPQXSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.9527  -13.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171  -12.7830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302  -12.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447  -12.6434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731  -13.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5711  -14.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433  -15.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433  -15.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5711  -16.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856  -15.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856  -15.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702  -16.1830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551  -15.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702  -14.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252  -14.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402  -14.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1440  -11.4105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6983  -12.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1899  -12.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4448  -11.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578  -16.3406    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
 19 20  1  0
 10 11  2  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1172812

   ---

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: 286.31

Molecular Weight (Monoisotopic): 286.1230

AlogP: 2.38

#Rotatable Bonds: 2

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: 2.64

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -0.55

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