2-(1H-indazol-3-yl)-N-methyl-N-(1-methylpiperidin-4-yl)-1H-benzo[d]imidazol-5-amine

ID: ALA212429

PubChem CID: 135820141

Max Phase: Preclinical

Molecular Formula: C21H24N6

Molecular Weight: 360.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(N(C)c2ccc3[nH]c(-c4[nH]nc5ccccc45)nc3c2)CC1

Standard InChI:  InChI=1S/C21H24N6/c1-26-11-9-14(10-12-26)27(2)15-7-8-18-19(13-15)23-21(22-18)20-16-5-3-4-6-17(16)24-25-20/h3-8,13-14H,9-12H2,1-2H3,(H,22,23)(H,24,25)

Standard InChI Key:  AEXAYHMFAIXNSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    3.8085   -9.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6433   -9.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591  -10.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845   -8.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2064   -9.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0431  -10.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7623  -10.6788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3702  -10.1200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0264   -9.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4308   -8.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2481   -8.5618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0872   -7.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6933   -7.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4098   -7.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1197   -7.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1141   -6.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3928   -6.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6860   -6.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3839   -5.2877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0996   -4.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6716   -4.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8176   -5.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5312   -4.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5313   -4.0393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8116   -3.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0918   -4.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2441   -3.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 19 21  1  0
 20 22  1  0
  9 10  1  0
 10 11  1  0
  5  6  1  0
 11 14  1  0
 20 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 13 12  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA212429

   ---

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: 360.47

Molecular Weight (Monoisotopic): 360.2062

AlogP: 3.64

#Rotatable Bonds: 3

Polar Surface Area: 63.84

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.62

CX Basic pKa: 8.67

CX LogP: 2.73

CX LogD: 1.65

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.14

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