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

ID: ALA209783

PubChem CID: 135820333

Max Phase: Preclinical

Molecular Formula: C18H17N5O

Molecular Weight: 319.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(-c3nc4cc(N5CCOCC5)ccc4[nH]3)[nH]nc2c1

Standard InChI:  InChI=1S/C18H17N5O/c1-2-4-14-13(3-1)17(22-21-14)18-19-15-6-5-12(11-16(15)20-18)23-7-9-24-10-8-23/h1-6,11H,7-10H2,(H,19,20)(H,21,22)

Standard InChI Key:  UUMSDVQHQXYOFA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   13.3722   -0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2063   -1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8219   -1.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1487   -0.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7704   -0.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6065   -1.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3256   -2.1014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9341   -1.5429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5909   -0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9960   -0.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8137    0.0153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6529    0.6706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2597    1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9762    0.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6865    1.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6817    2.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9604    2.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2530    2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9522    3.2905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6685    3.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6623    4.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9464    4.9408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2352    4.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2398    3.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5  6  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA209783

   ---

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: 319.37

Molecular Weight (Monoisotopic): 319.1433

AlogP: 2.94

#Rotatable Bonds: 2

Polar Surface Area: 69.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 5.89

CX LogP: 2.77

CX LogD: 2.76

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: -1.33

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