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

ID: ALA1173334

PubChem CID: 136016512

Max Phase: Preclinical

Molecular Formula: C14H12Cl2N4O

Molecular Weight: 323.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=N)N(C)/C(=C/c2c[nH]c3cc(Cl)c(Cl)cc23)C1=O

Standard InChI:  InChI=1S/C14H12Cl2N4O/c1-19-12(13(21)20(2)14(19)17)3-7-6-18-11-5-10(16)9(15)4-8(7)11/h3-6,17-18H,1-2H3/b12-3+,17-14?

Standard InChI Key:  SAFYGAWQQDHPNA-POOBIUHJSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.9758  -10.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6403   -9.9910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534   -9.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9678   -9.8515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963  -10.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943  -11.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1202  -12.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1202  -13.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943  -13.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088  -12.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088  -13.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934  -13.3910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5783  -12.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0934  -12.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483  -11.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633  -11.4591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671   -8.6185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215   -9.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -9.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346  -13.5486    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8346  -11.8986    0.0000 Cl  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
  8 20  1  0
 10 11  2  0
  7 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1173334

   ---

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: 323.18

Molecular Weight (Monoisotopic): 322.0388

AlogP: 3.15

#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: 2.15

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: 0.10

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