Methyl-(E)-3-(3-(4-(N,N-dibutylsulfamoyl)phenyl)-3-oxoprop-1-en-1-yl)benzoate

ID: ALA4541398

PubChem CID: 155551304

Max Phase: Preclinical

Molecular Formula: C25H31NO5S

Molecular Weight: 457.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)S(=O)(=O)c1ccc(C(=O)/C=C/c2cccc(C(=O)OC)c2)cc1

Standard InChI:  InChI=1S/C25H31NO5S/c1-4-6-17-26(18-7-5-2)32(29,30)23-14-12-21(13-15-23)24(27)16-11-20-9-8-10-22(19-20)25(28)31-3/h8-16,19H,4-7,17-18H2,1-3H3/b16-11+

Standard InChI Key:  FDSCLXYXRNRZCN-LFIBNONCSA-N

Molfile:  

 
     RDKit          2D

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   14.1935  -12.7160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6063  -12.0102    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7887  -12.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3136  -13.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.4409  -14.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.8369   -9.5607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8328   -8.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6067  -11.1932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3147  -10.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3151   -9.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0231   -9.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0235   -8.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8992  -10.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8997   -9.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1922   -9.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1927   -8.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  2  1  0
  2 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541398

   ---

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: 457.59

Molecular Weight (Monoisotopic): 457.1923

AlogP: 4.96

#Rotatable Bonds: 12

Polar Surface Area: 80.75

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.59

CX LogD: 5.59

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -0.76

References

1. Yang S, Shergalis A, Lu D, Kyani A, Liu Z, Ljungman M, Neamati N..  (2019)  Design, Synthesis, and Biological Evaluation of Novel Allosteric Protein Disulfide Isomerase Inhibitors.,  62  (7): [PMID:30759340] [10.1021/acs.jmedchem.8b01951]

Source

Source(1):

• Scientific Literature