2-(1H-indazol-3-yl)-5-(4-methylpiperazin-1-yl)-1H-benzo[d]imidazole

ID: ALA208600

PubChem CID: 136043832

Max Phase: Preclinical

Molecular Formula: C19H20N6

Molecular Weight: 332.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc3[nH]c(-c4[nH]nc5ccccc45)nc3c2)CC1

Standard InChI:  InChI=1S/C19H20N6/c1-24-8-10-25(11-9-24)13-6-7-16-17(12-13)21-19(20-16)18-14-4-2-3-5-15(14)22-23-18/h2-7,12H,8-11H2,1H3,(H,20,21)(H,22,23)

Standard InChI Key:  RBOQJYWZBIOHKR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -7.3238  -10.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7118  -10.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3737   -9.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7527   -9.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9178  -10.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1991  -10.9661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5896  -10.4083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9319   -9.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258   -8.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7077   -8.8510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8679   -8.1939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2602   -7.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5440   -8.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330   -7.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367   -6.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575   -6.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2657   -6.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -5.5751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8476   -5.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8527   -4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682   -3.9282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801   -4.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2766   -5.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -3.1040    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
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA208600

   ---

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: 332.41

Molecular Weight (Monoisotopic): 332.1749

AlogP: 2.86

#Rotatable Bonds: 2

Polar Surface Area: 63.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.57

CX Basic pKa: 7.84

CX LogP: 2.71

CX LogD: 2.25

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -1.19

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