N-(2-(1H-Indol-3-yl)ethyl)-2-(6-fluoro-1H-indol-3-yl)-2-oxoacetamide

ID: ALA3809443

PubChem CID: 113208594

Max Phase: Preclinical

Molecular Formula: C20H16FN3O2

Molecular Weight: 349.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCc1c[nH]c2ccccc12)C(=O)c1c[nH]c2cc(F)ccc12

Standard InChI:  InChI=1S/C20H16FN3O2/c21-13-5-6-15-16(11-24-18(15)9-13)19(25)20(26)22-8-7-12-10-23-17-4-2-1-3-14(12)17/h1-6,9-11,23-24H,7-8H2,(H,22,26)

Standard InChI Key:  FUHLPZUZFFLSSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    3.6500    2.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505    2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182    4.3614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808    3.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.3452    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0553    6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8979    6.1371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5884    5.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5241    6.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1136    7.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4934    9.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3975   10.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8837   10.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5019    8.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5997    7.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  2  5  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  6 14  1  0
  9 14  2  0
 12 15  1  0
  2  8  1  0
 16 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 18 26  1  0
 21 26  2  0
 17 20  1  0
  4 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809443

   2-(6-fluoro-1H-indol-3-yl)-N-[2-(1H-indol-3-yl)ethyl]-2-oxoacetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.37

Molecular Weight (Monoisotopic): 349.1227

AlogP: 3.33

#Rotatable Bonds: 5

Polar Surface Area: 77.75

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.88

CX Basic pKa: ┄

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.38

Np Likeness Score: -0.78

References

1. Tantak MP, Gupta V, Nikhil K, Arun V, Singh RP, Jha PN, Shah K, Kumar D..  (2016)  Sequential one-pot synthesis of bis(indolyl)glyoxylamides: Evaluation of antibacterial and anticancer activities.,  26  (13): [PMID:27173802] [10.1016/j.bmcl.2016.04.080]

Source

Source(1):

• Scientific Literature