5-(1H-imidazol-1-yl)-2-(1H-indazol-3-yl)-1H-benzo[d]imidazole

ID: ALA378003

PubChem CID: 136043806

Max Phase: Preclinical

Molecular Formula: C17H12N6

Molecular Weight: 300.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(-c3nc4cc(-n5ccnc5)ccc4[nH]3)[nH]nc2c1

Standard InChI:  InChI=1S/C17H12N6/c1-2-4-13-12(3-1)16(22-21-13)17-19-14-6-5-11(9-15(14)20-17)23-8-7-18-10-23/h1-10H,(H,19,20)(H,21,22)

Standard InChI Key:  MGCGYHDGYBKVBE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 27  0  0  0  0  0  0  0  0999 V2000
   10.8212   -8.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6558   -9.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2723  -10.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5981   -8.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2206   -8.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0572   -9.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7772  -10.1412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3857   -9.5817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0416   -8.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4464   -8.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2647   -8.0218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1024   -7.3669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7093   -6.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4266   -7.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1372   -6.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1316   -5.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4096   -5.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7019   -5.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4007   -4.7440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0576   -4.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7943   -3.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9698   -3.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7237   -4.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 11 14  1  0
 13 12  1  0
 12 10  2  0
  2  3  2  0
  3  6  1  0
 13 14  2  0
  1  2  1  0
 14 15  1  0
  5  4  1  0
 15 16  2  0
  6  7  2  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
 18 13  1  0
  8  9  1  0
 17 19  1  0
 19 20  1  0
  9  5  2  0
  4  1  2  0
  9 10  1  0
 10 11  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA378003

   ---

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: 300.33

Molecular Weight (Monoisotopic): 300.1123

AlogP: 3.29

#Rotatable Bonds: 2

Polar Surface Area: 75.18

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: 6.06

CX LogP: 2.65

CX LogD: 2.63

Aromatic Rings: 5

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -1.62

References

1. McBride CM, Renhowe PA, Heise C, Jansen JM, Lapointe G, Ma S, Piñeda R, Vora J, Wiesmann M, Shafer CM..  (2006)  Design and structure-activity relationship of 3-benzimidazol-2-yl-1H-indazoles as inhibitors of receptor tyrosine kinases.,  16  (13): [PMID:16603352] [10.1016/j.bmcl.2006.03.069]

Source

Source(1):

• Scientific Literature