N-(2,4-difluorophenyl)-5-methyl-4-(4-methylpiperazin-1-yl)thieno[2,3-d]pyrimidine-6-carboxamide

ID: ALA4764246

PubChem CID: 46344609

Max Phase: Preclinical

Molecular Formula: C19H19F2N5OS

Molecular Weight: 403.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)Nc2ccc(F)cc2F)sc2ncnc(N3CCN(C)CC3)c12

Standard InChI:  InChI=1S/C19H19F2N5OS/c1-11-15-17(26-7-5-25(2)6-8-26)22-10-23-19(15)28-16(11)18(27)24-14-4-3-12(20)9-13(14)21/h3-4,9-10H,5-8H2,1-2H3,(H,24,27)

Standard InChI Key:  QZLJXIWBMJKIRP-UHFFFAOYSA-N

Molfile:  

 
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   10.9907  -10.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9877  -10.0326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2718   -9.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5584  -10.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5551  -10.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7695   -9.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2873  -10.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7748  -11.1222    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2675   -8.8031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9830   -8.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2678   -7.1529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5523   -7.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5513   -8.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2683   -6.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5112   -9.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4617  -10.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0459   -9.7470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0518  -11.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2203   -9.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8068   -9.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -9.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5713   -9.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9915  -10.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8149  -10.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457   -9.7613    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2177   -8.3205    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 26 21  1  0
 24 27  1  0
 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764246

   N-(2,4-difluorophenyl)-5-methyl-4-(4-methylpiperazin-1-yl)thieno[2,3-d]pyrimidine-6-carboxamide

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: 403.46

Molecular Weight (Monoisotopic): 403.1278

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 61.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.81

CX Basic pKa: 7.49

CX LogP: 3.87

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -2.56

References

1. Peng T,Qi B,He J,Ke H,Shi J.  (2020)  Advances in the Development of Phosphodiesterase-4 Inhibitors.,  63  (19): [PMID:32255344] [10.1021/acs.jmedchem.9b02170]

Source

Source(1):

• Scientific Literature