4-(2-(4-chlorophenylthio)acetyl)-2,6-dimethylphenyl dimethylcarbamate

ID: ALA4483409

Cas Number: 344279-32-9

PubChem CID: 1483854

Max Phase: Preclinical

Molecular Formula: C19H20ClNO3S

Molecular Weight: 377.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)CSc2ccc(Cl)cc2)cc(C)c1OC(=O)N(C)C

Standard InChI:  InChI=1S/C19H20ClNO3S/c1-12-9-14(10-13(2)18(12)24-19(23)21(3)4)17(22)11-25-16-7-5-15(20)6-8-16/h5-10H,11H2,1-4H3

Standard InChI Key:  DYQPGDYHFVOFON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.5666   -3.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2746   -3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9843   -3.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9814   -2.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2728   -2.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8599   -2.0101    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.6926   -3.6451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.3997   -3.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1080   -3.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8151   -3.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1093   -4.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5221   -3.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2287   -3.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2279   -2.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5146   -2.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8109   -2.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5104   -1.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9369   -3.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9344   -2.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6433   -2.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3498   -2.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6457   -3.2280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0587   -2.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3475   -1.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
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 15 16  1  0
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 14 19  1  0
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 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483409

   4-{2-[(4-chlorophenyl)sulfanyl]acetyl}-2,6-dimethylphenyl N,N-dimethylcarbamate

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: 377.89

Molecular Weight (Monoisotopic): 377.0852

AlogP: 4.99

#Rotatable Bonds: 5

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.31

References

1. Ragle LE, Palanisamy DJ, Joe MJ, Stein RS, Norman DD, Tigyi G, Baker DL, Parrill AL..  (2016)  Discovery and synthetic optimization of a novel scaffold for hydrophobic tunnel-targeted autotaxin inhibition.,  24  (19): [PMID:27544588] [10.1016/j.bmc.2016.08.004]

Source

Source(1):

• Scientific Literature