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

ID: ALA4552750

PubChem CID: 155556360

Max Phase: Preclinical

Molecular Formula: C22H24N4O2S

Molecular Weight: 408.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cncc(-c3ccc(N4CCNCC4)cc3)c2C)sc1C(N)=O

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

Standard InChI Key:  HPZXWEUZOCTISB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.3840   -5.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0921   -6.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8059   -5.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8030   -4.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0903   -4.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0979   -7.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3843   -7.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3838   -8.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0919   -8.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8062   -8.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8032   -7.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1005   -9.4940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3874   -9.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3863  -10.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0967  -11.1357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8058  -10.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8086   -9.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5183   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5103   -4.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2582   -4.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8029   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3888   -3.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5883   -3.7482    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.7166   -2.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5287   -2.7338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2322   -2.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6162   -4.3606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9531   -5.1051    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
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 22 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552750

   ---

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: 13.53

CX Basic pKa: 8.88

CX LogP: 2.74

CX LogD: 1.25

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.88

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