5-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-1H-indole

ID: ALA1650576

PubChem CID: 53323189

Max Phase: Preclinical

Molecular Formula: C20H19N5

Molecular Weight: 329.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: DB1172 | CHEMBL1650576|DB1172

Canonical SMILES:  c1cc(-c2cc3cc(C4=NCCN4)ccc3[nH]2)ccc1C1=NCCN1

Standard InChI:  InChI=1S/C20H19N5/c1-3-14(19-21-7-8-22-19)4-2-13(1)18-12-16-11-15(5-6-17(16)25-18)20-23-9-10-24-20/h1-6,11-12,25H,7-10H2,(H,21,22)(H,23,24)

Standard InChI Key:  SQNGJMVHBDDXKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.3933   -3.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1069   -4.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1069   -2.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8252   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8297   -3.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6202   -4.0893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1041   -3.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127   -2.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9314   -3.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3460   -4.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1665   -4.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5784   -3.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1637   -2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3370   -2.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4024   -3.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6785   -2.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8881   -4.0657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6713   -3.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6698   -2.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8856   -2.7325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6662   -1.7780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -1.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035   -2.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8966   -2.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  2  3  2  0
 10 15  1  0
 11 12  1  0
 12 13  2  0
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  8 10  1  0
  3  6  1  0
 13 16  1  0
  6  7  1  0
  1 17  1  0
 16 18  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
 18 19  1  0
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 20 21  1  0
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 17 22  2  0
  5  4  1  0
  5  6  2  0
  1  2  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1650576

   5-(4,5-dihydro-1H-imidazol-2-yl)-2-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-1H-indole

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: 329.41

Molecular Weight (Monoisotopic): 329.1640

AlogP: 2.53

#Rotatable Bonds: 3

Polar Surface Area: 64.57

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 2.14

CX LogD: -1.56

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -0.54

References

1. Gillingwater K, Kumar A, Anbazhagan M, Boykin DW, Tidwell RR, Brun R..  (2009)  In vivo investigations of selected diamidine compounds against Trypanosoma evansi using a mouse model.,  53  (12): [PMID:19786604] [10.1128/aac.00422-09]

Source

Source(1):

• Scientific Literature