2,6-Dimethoxy-4-(4-methyl-5-(4-((3R,5S)-3,4,5-trimethylpiperazin-1-yl)phenyl)pyridin-3-yl)benzamide

ID: ALA4526828

PubChem CID: 155544649

Max Phase: Preclinical

Molecular Formula: C28H34N4O3

Molecular Weight: 474.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cncc(-c3ccc(N4C[C@@H](C)N(C)[C@@H](C)C4)cc3)c2C)cc(OC)c1C(N)=O

Standard InChI:  InChI=1S/C28H34N4O3/c1-17-15-32(16-18(2)31(17)4)22-9-7-20(8-10-22)23-13-30-14-24(19(23)3)21-11-25(34-5)27(28(29)33)26(12-21)35-6/h7-14,17-18H,15-16H2,1-6H3,(H2,29,33)/t17-,18+

Standard InChI Key:  XCQPASNBVLQPAI-HDICACEKSA-N

Molfile:  

 
     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   28.0802   -4.9320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0791   -5.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7871   -6.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5009   -5.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4981   -4.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7929   -6.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7870   -8.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5013   -8.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4983   -7.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7956   -9.4445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0824   -9.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0814  -10.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7918  -11.0862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.9079   -3.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2010   -3.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6262   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6291   -4.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3312   -3.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0416   -3.6800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3259   -2.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3390   -4.9140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3434   -5.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7907  -11.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9019   -2.4663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1913   -2.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3731  -11.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2077  -11.0883    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
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  7  8  2  0
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  3  7  1  0
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 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
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 26 28  2  0
 25 29  1  0
 29 30  1  0
 16 31  1  0
 22 32  1  0
 32 33  1  0
 15 34  1  1
 17 35  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4526828

   ---

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: 474.61

Molecular Weight (Monoisotopic): 474.2631

AlogP: 4.37

#Rotatable Bonds: 6

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: 8.44

CX LogP: 3.89

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.57

Np Likeness Score: -0.30

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