N-(2-(2-bromo-5-(2-hydroxyethoxy)-1H-indol-3-yl)ethyl)acetamide

ID: ALA4548591

PubChem CID: 12004056

Max Phase: Preclinical

Molecular Formula: C14H17BrN2O3

Molecular Weight: 341.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NCCc1c(Br)[nH]c2ccc(OCCO)cc12

Standard InChI:  InChI=1S/C14H17BrN2O3/c1-9(19)16-5-4-11-12-8-10(20-7-6-18)2-3-13(12)17-14(11)15/h2-3,8,17-18H,4-7H2,1H3,(H,16,19)

Standard InChI Key:  WNRFVCHGXYUFGY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    6.6021  -21.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6010  -21.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3090  -22.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073  -20.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0159  -21.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0207  -21.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8007  -22.2072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2781  -21.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7930  -20.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7869  -20.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4915  -19.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4855  -18.8315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1901  -18.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1841  -17.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9008  -18.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8943  -20.7353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8941  -19.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863  -19.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861  -18.6925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0952  -21.5373    0.0000 Br  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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  8 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548591

   N-[2-[2-bromo-5-(2-hydroxyethoxy)-1H-indol-3-yl]ethyl]acetamide

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: 341.20

Molecular Weight (Monoisotopic): 340.0423

AlogP: 1.98

#Rotatable Bonds: 6

Polar Surface Area: 74.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: 0.04

References

1. Wang SY, Shi XC, Laborda P..  (2020)  Indole-based melatonin analogues: Synthetic approaches and biological activity.,  185  [PMID:31727472] [10.1016/j.ejmech.2019.111847]

Source

Source(1):

• Scientific Literature