methyl 4-(5-methoxy-1H-indole-2-carboxamido)benzoate

ID: ALA4741339

PubChem CID: 108463624

Max Phase: Preclinical

Molecular Formula: C18H16N2O4

Molecular Weight: 324.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(NC(=O)c2cc3cc(OC)ccc3[nH]2)cc1

Standard InChI:  InChI=1S/C18H16N2O4/c1-23-14-7-8-15-12(9-14)10-16(20-15)17(21)19-13-5-3-11(4-6-13)18(22)24-2/h3-10,20H,1-2H3,(H,19,21)

Standard InChI Key:  CEELKXHNBVTVGT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   14.1921   -9.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1909   -9.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9052  -10.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9034   -8.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6182   -9.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6230   -9.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4100  -10.1659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8915   -9.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4021   -8.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7159   -9.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1323  -10.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1238   -8.7737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9482   -8.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3625   -9.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1861   -9.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5949   -8.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1741   -8.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3519   -8.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4219   -8.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8392   -9.4663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8290   -8.0385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6636   -9.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4780   -8.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7642   -9.0935    0.0000 C   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  1  0
 19 21  2  0
 16 19  1  0
 20 22  1  0
  1 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741339

   methyl 4-[(5-methoxy-1H-indole-2-carbonyl)amino]benzoate

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: 324.34

Molecular Weight (Monoisotopic): 324.1110

AlogP: 3.22

#Rotatable Bonds: 4

Polar Surface Area: 80.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.23

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.08

References

1. 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