3,4,5-Trihydroxy-N-(1H-indol-6-yl)benzamide

ID: ALA4539269

PubChem CID: 155549754

Max Phase: Preclinical

Molecular Formula: C15H12N2O4

Molecular Weight: 284.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2cc[nH]c2c1)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C15H12N2O4/c18-12-5-9(6-13(19)14(12)20)15(21)17-10-2-1-8-3-4-16-11(8)7-10/h1-7,16,18-20H,(H,17,21)

Standard InChI Key:  JFFVSVOMLWBBCQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   12.6196  -14.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6185  -15.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3265  -15.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0362  -15.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0334  -14.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3248  -14.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9118  -14.1029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9105  -15.7389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3263  -16.5570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7395  -14.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4488  -14.5024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7365  -13.2793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1550  -14.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8514  -12.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1487  -13.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8662  -14.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5657  -13.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5722  -14.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3493  -14.3323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8230  -13.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3387  -13.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  2  8  1  0
  3  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 16  2  0
 17 14  1  0
 14 15  2  0
 15 13  1  0
 18 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539269

   ---

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: 284.27

Molecular Weight (Monoisotopic): 284.0797

AlogP: 2.54

#Rotatable Bonds: 2

Polar Surface Area: 105.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.12

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.47

Np Likeness Score: -0.51

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