4-Methoxy-5-(4-methyl-5-(4-(piperazin-1-yl)phenyl)pyridin-3-yl)thiophene-3-carboxamide

ID: ALA4538285

PubChem CID: 155548923

Max Phase: Preclinical

Molecular Formula: C22H24N4O2S

Molecular Weight: 408.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(C(N)=O)csc1-c1cncc(-c2ccc(N3CCNCC3)cc2)c1C

Standard InChI:  InChI=1S/C22H24N4O2S/c1-14-17(15-3-5-16(6-4-15)26-9-7-24-8-10-26)11-25-12-18(14)21-20(28-2)19(13-29-21)22(23)27/h3-6,11-13,24H,7-10H2,1-2H3,(H2,23,27)

Standard InChI Key:  JBXIPHYYFNQDOC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.8370  -18.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450  -18.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588  -18.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560  -17.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432  -17.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5508  -19.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373  -19.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367  -20.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449  -21.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2562  -19.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535  -21.9913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8403  -22.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392  -23.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5497  -23.6330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588  -23.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2615  -22.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9713  -18.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632  -17.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7112  -17.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559  -16.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8418  -16.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0412  -16.2454    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0691  -16.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4060  -17.6023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5454  -16.1938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855  -18.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6641  -18.4364    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
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  3  7  1  0
 13 14  1  0
 13 18  1  0
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 15 16  1  0
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 17 18  1  0
 10 13  1  0
  4 19  1  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 22 25  1  0
 25 26  1  0
 25 27  2  0
 21 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538285

   ---

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: 408.53

Molecular Weight (Monoisotopic): 408.1620

AlogP: 3.30

#Rotatable Bonds: 5

Polar Surface Area: 80.48

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.66

CX Basic pKa: 8.88

CX LogP: 2.61

CX LogD: 1.12

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.76

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