4-(1H-imidazol-4-yl)-N-[2-(2-methylindol-1-yl)ethyl]benzamide

ID: ALA4540100

PubChem CID: 155134986

Max Phase: Preclinical

Molecular Formula: C21H20N4O

Molecular Weight: 344.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2ccccc2n1CCNC(=O)c1ccc(-c2c[nH]cn2)cc1

Standard InChI:  InChI=1S/C21H20N4O/c1-15-12-18-4-2-3-5-20(18)25(15)11-10-23-21(26)17-8-6-16(7-9-17)19-13-22-14-24-19/h2-9,12-14H,10-11H2,1H3,(H,22,24)(H,23,26)

Standard InChI Key:  BTAWNAMBKSVPRY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   18.0492  -10.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4641  -10.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6691  -11.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8351  -10.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0432  -11.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4565  -11.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8244  -12.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6385  -12.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7736  -11.7676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2118  -13.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4849  -11.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1921  -11.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9003  -11.3599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6075  -11.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3158  -11.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6065  -12.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0189  -11.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7266  -11.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7281  -10.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0159  -10.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3111  -10.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4333  -10.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1798  -10.4671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7266   -9.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3179   -9.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5187   -9.3221    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  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 22  2  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540100

   ---

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: 344.42

Molecular Weight (Monoisotopic): 344.1637

AlogP: 3.77

#Rotatable Bonds: 5

Polar Surface Area: 62.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.55

CX Basic pKa: 5.93

CX LogP: 3.29

CX LogD: 3.27

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.47

References

1. Amaradhi R, Banik A, Mohammed S, Patro V, Rojas A, Wang W, Motati DR, Dingledine R, Ganesh T..  (2020)  Potent, Selective, Water Soluble, Brain-Permeable EP2 Receptor Antagonist for Use in Central Nervous System Disease Models.,  63  (3): [PMID:31904232] [10.1021/acs.jmedchem.9b01218]

Source

Source(1):

• Scientific Literature