methyl 3-(2-nitro-4-(trifluoromethyl)phenylsulfonamido)thiophene-2-carboxylate

ID: ALA5187195

PubChem CID: 168281865

Max Phase: Preclinical

Molecular Formula: C13H9F3N2O6S2

Molecular Weight: 410.35

Names and Identifiers

Canonical SMILES:  COC(=O)c1sccc1NS(=O)(=O)c1ccc(C(F)(F)F)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H9F3N2O6S2/c1-24-12(19)11-8(4-5-25-11)17-26(22,23)10-3-2-7(13(14,15)16)6-9(10)18(20)21/h2-6,17H,1H3

Standard InChI Key:  BYSAAOALYCZSFU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.9530   -0.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411   -0.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411   -1.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512   -1.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3822   -1.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7955   -1.0906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081   -1.8066    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735   -0.1525    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1881   -0.5651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9027   -0.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9889    0.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7957    0.8392    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081    0.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6561   -0.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    1.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6082    1.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6190    2.0482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0355    2.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8868    0.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0608    0.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530    0.6717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    1.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6676    1.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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M  CHG  2  24   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5187195

   ---

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: 410.35

Molecular Weight (Monoisotopic): 409.9854

AlogP: 3.26

#Rotatable Bonds: 5

Polar Surface Area: 115.61

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.97

CX Basic pKa: ┄

CX LogP: 3.20

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -2.31

References

1. Nizi MG, Maksimainen MM, Lehtiö L, Tabarrini O..  (2022)  Medicinal Chemistry Perspective on Targeting Mono-ADP-Ribosylating PARPs with Small Molecules.,  65  (11.0): [PMID:35608571] [10.1021/acs.jmedchem.2c00281]

Source

Source(1):

• Scientific Literature