(E)-N-(3,4-dimethoxyphenyl)-2-(4-(3-(thiophen-2-yl)acryloyl)phenoxy)acetamide

ID: ALA4286876

PubChem CID: 145993343

Max Phase: Preclinical

Molecular Formula: C23H21NO5S

Molecular Weight: 423.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)COc2ccc(C(=O)/C=C/c3cccs3)cc2)cc1OC

Standard InChI:  InChI=1S/C23H21NO5S/c1-27-21-12-7-17(14-22(21)28-2)24-23(26)15-29-18-8-5-16(6-9-18)20(25)11-10-19-4-3-13-30-19/h3-14H,15H2,1-2H3,(H,24,26)/b11-10+

Standard InChI Key:  LNQSBOCWWLGIGG-ZHACJKMWSA-N

Molfile:  

     RDKit          2D

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    5.0105   -2.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0105   -3.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3047   -3.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7184   -3.4912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7916   -4.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864   -1.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -3.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8849   -1.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5387   -4.6268    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0843   -4.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6743   -3.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8754   -3.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  3  2  0
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  5  7  1  0
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 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
  1 23  1  0
  2 24  1  0
 23 25  1  0
 24 26  1  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4286876

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.49

Molecular Weight (Monoisotopic): 423.1140

AlogP: 4.68

#Rotatable Bonds: 9

Polar Surface Area: 73.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.61

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.57

References

1. Shah CP, Kharkar PS..  (2018)  Discovery of novel human inosine 5'-monophosphate dehydrogenase 2 (hIMPDH2) inhibitors as potential anticancer agents.,  158  [PMID:30223117] [10.1016/j.ejmech.2018.09.016]

Source

Source(1):

• Scientific Literature