5-Bromo-1-((4,5-dihydro-1H-imidazol-2-yl)methyl)-1H-indole hydrochloride

ID: ALA3798967

PubChem CID: 127047044

Max Phase: Preclinical

Molecular Formula: C12H13BrClN3

Molecular Weight: 278.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ccc2c(ccn2CC2=NCCN2)c1.Cl

Standard InChI:  InChI=1S/C12H12BrN3.ClH/c13-10-1-2-11-9(7-10)3-6-16(11)8-12-14-4-5-15-12;/h1-3,6-7H,4-5,8H2,(H,14,15);1H

Standard InChI Key:  PZURSYKVGLUPFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    8.5456   -1.3887    0.0000 Cl  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
    2.1855   -2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -2.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -4.2907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7448   -4.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0456   -2.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409   -1.9129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560    1.3452    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  2 10  1  0
  5 10  2  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12 16  1  0
 11 12  1  0
  2 11  1  0
  7 17  1  0
M  END

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: 278.15

Molecular Weight (Monoisotopic): 277.0215

AlogP: 2.41

#Rotatable Bonds: 2

Polar Surface Area: 29.32

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.73

CX LogP: 2.14

CX LogD: 0.82

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.90

Np Likeness Score: -1.16

References

1. Sączewski J, Hudson A, Scheinin M, Wasilewska A, Sączewski F, Rybczyńska A, Ferdousi M, Laurila JM, Boblewski K, Lehmann A, Watts H, Ma D..  (2016)  Transfer of SAR information from hypotensive indazole to indole derivatives acting at α-adrenergic receptors: In vitro and in vivo studies.,  115  [PMID:27031216] [10.1016/j.ejmech.2016.03.026]

Source

Source(1):

• Scientific Literature