N-(1-Acetylindolin-5-yl)-3,4,5-trihydroxybenzamide

ID: ALA4525518

PubChem CID: 155543122

Max Phase: Preclinical

Molecular Formula: C17H16N2O5

Molecular Weight: 328.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCc2cc(NC(=O)c3cc(O)c(O)c(O)c3)ccc21

Standard InChI:  InChI=1S/C17H16N2O5/c1-9(20)19-5-4-10-6-12(2-3-13(10)19)18-17(24)11-7-14(21)16(23)15(22)8-11/h2-3,6-8,21-23H,4-5H2,1H3,(H,18,24)

Standard InChI Key:  NCQFSCNVHLLRFX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   36.3546  -18.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6527  -18.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6648  -19.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9628  -19.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2488  -19.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2367  -18.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9386  -18.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3425  -17.5215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0686  -18.7396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5247  -18.3804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5468  -20.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9728  -20.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9477  -17.2223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4348  -17.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9656  -18.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1845  -18.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4825  -18.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7706  -18.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7585  -17.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4604  -17.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1745  -17.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1881  -16.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6033  -15.8683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.9840  -16.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  6 10  1  0
  5 11  1  0
  4 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 13 21  1  0
 16 21  2  0
 22 23  2  0
 22 24  1  0
 13 22  1  0
  9 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525518

   ---

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: 328.32

Molecular Weight (Monoisotopic): 328.1059

AlogP: 1.96

#Rotatable Bonds: 2

Polar Surface Area: 110.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.12

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -0.95

References

1. Qiu Y, Xiao Z, Wang Y, Zhang D, Zhang W, Wang G, Chen W, Liang G, Li X, Zhang Y, Liu Z..  (2019)  Optimization and anti-inflammatory evaluation of methyl gallate derivatives as a myeloid differentiation protein 2 inhibitor.,  27  (20): [PMID:31466835] [10.1016/j.bmc.2019.115049]

Source

Source(1):

• Scientific Literature