5-(2-(1H-imidazol-2-yl)pyridin-4-yloxy)-N-(3-tert-butylphenyl)-1-methyl-1H-benzo[d]imidazol-2-amine

ID: ALA3632717

PubChem CID: 60098131

Max Phase: Preclinical

Molecular Formula: C26H26N6O

Molecular Weight: 438.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(Nc2cccc(C(C)(C)C)c2)nc2cc(Oc3ccnc(-c4ncc[nH]4)c3)ccc21

Standard InChI:  InChI=1S/C26H26N6O/c1-26(2,3)17-6-5-7-18(14-17)30-25-31-21-15-19(8-9-23(21)32(25)4)33-20-10-11-27-22(16-20)24-28-12-13-29-24/h5-16H,1-4H3,(H,28,29)(H,30,31)

Standard InChI Key:  LDACHLNBCOVNBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    2.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187   -1.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267   -2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282   -3.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331   -5.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365   -5.9928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350   -5.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3301   -3.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -1.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3505   -1.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1107   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3709   -3.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8709   -3.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108   -2.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6115   -2.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2040   -1.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2193   -3.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8114   -2.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378   -6.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9024   -7.4827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643   -7.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165   -6.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -5.3829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  9 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 29  2  0
 16 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3632717

   N-(3-tert-butylphenyl)-5-[2-(1H-imidazol-2-yl)pyridin-4-yl]oxy-1-methylbenzimidazol-2-amine

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: 438.54

Molecular Weight (Monoisotopic): 438.2168

AlogP: 6.19

#Rotatable Bonds: 5

Polar Surface Area: 80.65

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.52

CX Basic pKa: 7.24

CX LogP: 5.73

CX LogD: 5.51

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.26

References

1. Williams TE, Subramanian S, Verhagen J, McBride CM, Costales A, Sung L, Antonios-McCrea W, McKenna M, Louie AK, Ramurthy S, Levine B, Shafer CM, Machajewski T, Renhowe PA, Appleton BA, Amiri P, Chou J, Stuart D, Aardalen K, Poon D..  (2015)  Discovery of RAF265: A Potent mut-B-RAF Inhibitor for the Treatment of Metastatic Melanoma.,  6  (9): [PMID:26396681] [10.1021/ml500526p]

Source

Source(1):

• Scientific Literature