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

ID: ALA1173333

PubChem CID: 136016511

Max Phase: Preclinical

Molecular Formula: C14H13ClN4O

Molecular Weight: 288.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H13ClN4O/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:  OWSPGYUZLNMBSL-ZSUDRMHPSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.3488   -8.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844   -7.5567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0713   -7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -7.4171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283   -8.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -9.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4448   -9.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4448  -10.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303  -11.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0159   -9.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0159  -10.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312  -10.9567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7463  -10.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312   -9.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9763   -8.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613   -9.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1575   -6.1842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6031   -7.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914   -7.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1593  -11.1143    0.0000 Cl  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:

   

   ALA1173333

   ---

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: 288.74

Molecular Weight (Monoisotopic): 288.0778

AlogP: 2.50

#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: 2.51

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 0.04

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