3-cyano-2-(1-methyl-1H-pyrazole-4-carboxamido)-N-phenyl-4,7-dihydrothieno[2,3-c]pyridine-6(5H)-carboxamide

ID: ALA5198642

PubChem CID: 168286017

Max Phase: Preclinical

Molecular Formula: C20H18N6O2S

Molecular Weight: 406.47

Names and Identifiers

Canonical SMILES:  Cn1cc(C(=O)Nc2sc3c(c2C#N)CCN(C(=O)Nc2ccccc2)C3)cn1

Standard InChI:  InChI=1S/C20H18N6O2S/c1-25-11-13(10-22-25)18(27)24-19-16(9-21)15-7-8-26(12-17(15)29-19)20(28)23-14-5-3-2-4-6-14/h2-6,10-11H,7-8,12H2,1H3,(H,23,28)(H,24,27)

Standard InChI Key:  AUSNUTDUAKKWLB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.1393    0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1217   -0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -0.7661    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9467   -0.0995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4547   -1.2259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547   -0.4007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6707   -0.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1208    0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9877   -0.5131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002   -0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -0.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198642

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 406.47

Molecular Weight (Monoisotopic): 406.1212

AlogP: 3.20

#Rotatable Bonds: 3

Polar Surface Area: 103.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.82

CX Basic pKa: 1.16

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -2.77

References

1. Jin W, Zhang T, Zhou W, He P, Sun Y, Hu S, Chen H, Ma X, Peng Y, Yi Z, Liu M, Chen Y..  (2022)  Discovery of 2-Amino-3-cyanothiophene Derivatives as Potent STAT3 Inhibitors for the Treatment of Osteosarcoma Growth and Metastasis.,  65  (9.0): [PMID:35476936] [10.1021/acs.jmedchem.2c00004]

Source

Source(1):

• Scientific Literature