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

ID: ALA4878917

PubChem CID: 164627529

Max Phase: Preclinical

Molecular Formula: C23H20ClF2N5

Molecular Weight: 439.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC1CCN(c2c(-c3cc(F)cc(Cl)c3)cncc2-c2nc3cc(F)ccc3[nH]2)CC1

Standard InChI:  InChI=1S/C23H20ClF2N5/c24-14-7-13(8-16(26)9-14)18-11-28-12-19(22(18)31-5-3-17(27)4-6-31)23-29-20-2-1-15(25)10-21(20)30-23/h1-2,7-12,17H,3-6,27H2,(H,29,30)

Standard InChI Key:  NSIHZAYEDUOSFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.0157   -5.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0145   -6.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7267   -7.1428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4405   -6.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4377   -5.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7249   -5.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1449   -5.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8586   -5.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5684   -5.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5658   -4.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8474   -4.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.4333   -4.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4329   -3.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7216   -3.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.3079   -5.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2181   -4.6816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5573   -5.8309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0061   -5.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4145   -4.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0082   -3.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1897   -3.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7791   -4.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1918   -5.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7759   -3.0951    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.2816   -5.8958    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.8415   -3.4362    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  7  1  0
 13 14  1  0
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  6 13  1  0
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 20 21  2  0
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  1 20  1  0
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 27 28  2  0
 28 23  1  0
 26 29  1  0
  9 30  1  0
 11 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878917

   ---

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: 439.90

Molecular Weight (Monoisotopic): 439.1375

AlogP: 5.15

#Rotatable Bonds: 3

Polar Surface Area: 70.83

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.24

CX Basic pKa: 10.00

CX LogP: 3.70

CX LogD: 1.14

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.23

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