1-(3-(3-fluoro-5-methoxyphenyl)-5-(5-methyl-1H-benzo[d]imidazol-2-yl)pyridin-4-yl)piperidin-4-amine

ID: ALA4873269

PubChem CID: 118057812

Max Phase: Preclinical

Molecular Formula: C25H26FN5O

Molecular Weight: 431.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(F)cc(-c2cncc(-c3nc4cc(C)ccc4[nH]3)c2N2CCC(N)CC2)c1

Standard InChI:  InChI=1S/C25H26FN5O/c1-15-3-4-22-23(9-15)30-25(29-22)21-14-28-13-20(16-10-17(26)12-19(11-16)32-2)24(21)31-7-5-18(27)6-8-31/h3-4,9-14,18H,5-8,27H2,1-2H3,(H,29,30)

Standard InChI Key:  CXXGRVCVZZMPOL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   27.9729  -14.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9718  -15.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6840  -15.4179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3936  -15.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3908  -14.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6822  -13.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0981  -13.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8117  -14.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5215  -13.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5189  -12.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8005  -12.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0937  -12.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6782  -12.9566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3865  -12.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3860  -11.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6789  -11.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9664  -11.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9653  -12.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6795  -10.4936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2610  -13.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1753  -12.9567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5104  -14.1060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9592  -13.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3717  -12.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9614  -12.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1428  -12.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7363  -12.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1449  -13.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7946  -11.7113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5034  -11.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2347  -14.1709    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.7331  -11.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  6 13  1  0
 16 19  1  0
 20 21  2  0
 21 24  1  0
 23 22  1  0
 22 20  1  0
  1 20  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 11 29  1  0
 29 30  1  0
  9 31  1  0
 26 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873269

   1-[3-(3-fluoro-5-methoxyphenyl)-5-(6-methyl-1H-benzimidazol-2-yl)pyridin-4-yl]piperidin-4-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 431.52

Molecular Weight (Monoisotopic): 431.2121

AlogP: 4.68

#Rotatable Bonds: 4

Polar Surface Area: 80.06

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.43

CX Basic pKa: 10.01

CX LogP: 3.36

CX LogD: 0.75

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -1.09

References

1. Ishida A, Okabe Y, Matsushita T, Sekiguchi T, Nishio T, Komagata T, Iwaki M, Miyata H, Katagi J, Naganawa A, Maruyama T, Imagawa A..  (2021)  Design, synthesis, and biological evaluation of novel somatostatin receptor subtype-2 agonists: Optimization for potency and risk mitigation of hERG and phospholipidosis.,  49  [PMID:34626901] [10.1016/j.bmc.2021.116424]

Source

Source(1):

• Scientific Literature