(Z)-5-((1H-Indol-3yl)methylene)-3-ethyl-2-imino-1-methylimidazolidin-4-one

ID: ALA1173408

PubChem CID: 136016513

Max Phase: Preclinical

Molecular Formula: C15H16N4O

Molecular Weight: 268.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=N)N(C)/C(=C\c2c[nH]c3ccccc23)C1=O

Standard InChI:  InChI=1S/C15H16N4O/c1-3-19-14(20)13(18(2)15(19)16)8-10-9-17-12-7-5-4-6-11(10)12/h4-9,16-17H,3H2,1-2H3/b13-8-,16-15?

Standard InChI Key:  ZETKICHIMHKHIO-AWFGBBRASA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.8139   -1.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0994   -1.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5137   -1.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1781   -0.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6424   -0.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1944    0.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676   -1.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906    0.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0132   -2.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405   -2.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395    0.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244    1.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1548    1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1548    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5596    2.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741    1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5596    0.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395    2.2984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206   -1.2731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  6  5  2  0
  1  7  2  0
  3  4  1  0
  4  8  1  0
  2  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  2  0
 13 11  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 12 19  1  0
 14 19  1  0
  3 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1173408

   ---

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: 268.32

Molecular Weight (Monoisotopic): 268.1324

AlogP: 2.24

#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: 2.96

CX LogP: 1.74

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: -0.17

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