4-[4-(5-Carbamoyl-1H-benzoimidazol-2-yl)-phenoxymethyl]-piperidine-1-carboxylicacid tert-butyl ester

ID: ALA3985469

PubChem CID: 11662388

Max Phase: Preclinical

Molecular Formula: C25H30N4O4

Molecular Weight: 450.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CCC(COc2ccc(-c3nc4cc(C(N)=O)ccc4[nH]3)cc2)CC1

Standard InChI:  InChI=1S/C25H30N4O4/c1-25(2,3)33-24(31)29-12-10-16(11-13-29)15-32-19-7-4-17(5-8-19)23-27-20-9-6-18(22(26)30)14-21(20)28-23/h4-9,14,16H,10-13,15H2,1-3H3,(H2,26,30)(H,27,28)

Standard InChI Key:  AFHNBYHZVROJJQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.4092   -9.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5920   -9.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2087   -8.9959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7224   -7.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0174   -8.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7224   -9.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3083   -7.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5992   -7.9240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3083   -6.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2693   -9.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.6757   -8.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 21 26  2  0
 20 23  2  0
 27 28  1  0
 27 29  2  0
 24 27  1  0
 15 18  1  0
 10 11  1  0
  4 10  1  0
  9 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3985469

   tert-butyl 4-[[4-(6-carbamoyl-1H-benzimidazol-2-yl)phenoxy]methyl]piperidine-1-carboxylate

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: 450.54

Molecular Weight (Monoisotopic): 450.2267

AlogP: 4.35

#Rotatable Bonds: 5

Polar Surface Area: 110.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.09

CX Basic pKa: 4.41

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.60

Np Likeness Score: -1.33

References

1.  (2011)  Aryl-substituted benzimidazole and imidazopyridine ethers as anti-cancer agents, 

Source

Source(1):

• Patent Bioactivity Data