2-(1H-indazol-3-yl)-4-morpholino-1H-benzo[d]imidazole

ID: ALA211708

PubChem CID: 135820505

Max Phase: Preclinical

Molecular Formula: C18H17N5O

Molecular Weight: 319.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(-c3nc4c(N5CCOCC5)cccc4[nH]3)[nH]nc2c1

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

Standard InChI Key:  RADDUEWPZUIFNK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    7.4749    0.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2915   -0.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8951   -1.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2572    0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8669   -0.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6854   -1.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3956   -1.4396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0162   -0.8943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6893   -0.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1100    0.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9297    0.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7832    1.3250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4021    1.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1096    1.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8289    1.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8420    2.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1297    3.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4133    2.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8039    3.2443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9863    4.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3817    4.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5947    4.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4159    3.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0240    2.9934    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
 18 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:

   

   ALA211708

   ---

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: 9.64

CX Basic pKa: 4.98

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: -1.13

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