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

ID: ALA4535685

PubChem CID: 155547885

Max Phase: Preclinical

Molecular Formula: C24H26N4O2

Molecular Weight: 402.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cncc(-c3ccc(N4CCNCC4)cc3)c2C)cc1C(N)=O

Standard InChI:  InChI=1S/C24H26N4O2/c1-16-21(17-3-6-19(7-4-17)28-11-9-26-10-12-28)14-27-15-22(16)18-5-8-23(30-2)20(13-18)24(25)29/h3-8,13-15,26H,9-12H2,1-2H3,(H2,25,29)

Standard InChI Key:  VWSJHMPASGLSIW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   11.3443   -4.7669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3432   -5.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0512   -5.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7650   -5.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7622   -4.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0494   -4.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0570   -6.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3435   -7.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3429   -8.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0511   -8.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7654   -8.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7624   -7.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0597   -9.2794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3465   -9.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3455  -10.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0559  -10.9211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7650  -10.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7677   -9.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4775   -5.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4695   -4.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1831   -4.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8929   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8903   -3.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1719   -3.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4651   -3.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1660   -2.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8707   -1.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4554   -1.8977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5954   -3.1110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3057   -3.5151    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
  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 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  5 20  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 23 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535685

   ---

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: 402.50

Molecular Weight (Monoisotopic): 402.2056

AlogP: 3.24

#Rotatable Bonds: 5

Polar Surface Area: 80.48

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.68

CX Basic pKa: 8.88

CX LogP: 2.83

CX LogD: 1.34

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -0.62

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