2-Fluoro-4-(4-methyl-5-(4-(piperazin-1-yl)phenyl)pyridin-3-yl)benzamide

ID: ALA4571351

PubChem CID: 155562760

Max Phase: Preclinical

Molecular Formula: C23H23FN4O

Molecular Weight: 390.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccc(N3CCNCC3)cc2)cncc1-c1ccc(C(N)=O)c(F)c1

Standard InChI:  InChI=1S/C23H23FN4O/c1-15-20(16-2-5-18(6-3-16)28-10-8-26-9-11-28)13-27-14-21(15)17-4-7-19(23(25)29)22(24)12-17/h2-7,12-14,26H,8-11H2,1H3,(H2,25,29)

Standard InChI Key:  SLVUSGRZIHABCV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.3058   -4.3831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3046   -5.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127   -5.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7264   -5.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7236   -4.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0109   -3.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0185   -6.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3049   -6.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3044   -7.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0125   -8.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7268   -7.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7238   -6.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0211   -8.8956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3079   -9.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3069  -10.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0173  -10.5373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7264  -10.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7291   -9.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4389   -5.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4309   -3.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1445   -4.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1334   -2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4265   -3.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8517   -3.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8546   -3.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5567   -2.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2671   -3.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5514   -1.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1274   -1.9173    0.0000 F   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
  3  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
 10 13  1  0
  4 19  1  0
 20 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23 20  1  0
  5 20  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 22 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571351

   ---

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: 390.46

Molecular Weight (Monoisotopic): 390.1856

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 71.25

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.67

CX Basic pKa: 8.88

CX LogP: 3.13

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -0.94

References

1. Ensan D, Smil D, Zepeda-Velázquez CA, Panagopoulos D, Wong JF, Williams EP, Adamson R, Bullock AN, Kiyota T, Aman A, Roberts OG, Edwards AM, O'Meara JA, Isaac MB, Al-Awar R..  (2020)  Targeting ALK2: An Open Science Approach to Developing Therapeutics for the Treatment of Diffuse Intrinsic Pontine Glioma.,  63  (9): [PMID:32369358] [10.1021/acs.jmedchem.0c00395]

Source

Source(1):

• Scientific Literature