N-(2-carbamoylphenyl)-5-nitrobenzo[b]thiophene-2-carboxamide

ID: ALA4467914

Cas Number: 690693-02-8

PubChem CID: 2928882

Max Phase: Preclinical

Molecular Formula: C16H11N3O4S

Molecular Weight: 341.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccccc1NC(=O)c1cc2cc([N+](=O)[O-])ccc2s1

Standard InChI:  InChI=1S/C16H11N3O4S/c17-15(20)11-3-1-2-4-12(11)18-16(21)14-8-9-7-10(19(22)23)5-6-13(9)24-14/h1-8H,(H2,17,20)(H,18,21)

Standard InChI Key:  BTTXJIMSRRTAQM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    8.9382  -21.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9370  -22.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6451  -22.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6433  -20.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3519  -21.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3567  -22.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1367  -22.4177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.6141  -21.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1290  -21.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4313  -21.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8440  -22.4531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8357  -21.0377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6528  -21.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0635  -21.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8800  -21.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2852  -21.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8680  -20.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0530  -20.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2297  -20.9461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5220  -21.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2295  -20.1289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6378  -19.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0398  -18.9099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8206  -19.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  2  0
 19 21  1  0
  1 19  1  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4467914

   N-(2-carbamoylphenyl)-5-nitro-1-benzothiophene-2-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: 341.35

Molecular Weight (Monoisotopic): 341.0470

AlogP: 3.16

#Rotatable Bonds: 4

Polar Surface Area: 115.33

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.64

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -2.11

References

1. Scharnow AM, Solinski AE, Wuest WM..  (2019)  Targeting S. mutans biofilms: a perspective on preventing dental caries.,  10  (7): [PMID:31391878] [10.1039/C9MD00015A]

2. Nijampatnam B,Ahirwar P,Pukkanasut P,Womack H,Casals L,Zhang H,Cai X,Michalek SM,Wu H,Velu SE.  (2021)  Discovery of Potent Inhibitors of Streptococcus mutans Biofilm with Antivirulence Activity.,  12  (1): [PMID:33488963] [10.1021/acsmedchemlett.0c00373]

Source

Source(1):

• Scientific Literature