Methyl 3-(5-methoxy-1H-indole-2-amido)benzoate

ID: ALA4742378

PubChem CID: 113207279

Max Phase: Preclinical

Molecular Formula: C18H16N2O4

Molecular Weight: 324.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(NC(=O)c2cc3cc(OC)ccc3[nH]2)c1

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

Standard InChI Key:  CBJOERZPQOPEKP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   13.6883   -4.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6872   -5.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4014   -6.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3996   -4.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1144   -4.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1192   -5.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9062   -5.9316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3877   -5.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8983   -4.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2121   -5.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6285   -5.9672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6201   -4.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4444   -4.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8588   -5.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6823   -5.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0911   -4.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6703   -3.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8481   -3.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0758   -3.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9002   -3.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6569   -2.3827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3056   -2.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9742   -4.4468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2604   -4.8592    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
 17 19  1  0
 20 22  1  0
  1 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742378

   methyl 3-[(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: -1.22

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