2-(7-Methoxy-10-methyl-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)acetonitrile

ID: ALA4870180

PubChem CID: 164618949

Max Phase: Preclinical

Molecular Formula: C16H16N2O

Molecular Weight: 252.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)Cn1cccc1C2(C)CC#N

Standard InChI:  InChI=1S/C16H16N2O/c1-16(7-8-17)14-6-5-13(19-2)10-12(14)11-18-9-3-4-15(16)18/h3-6,9-10H,7,11H2,1-2H3

Standard InChI Key:  QKZNGGPYSXVHLZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    3.6155  -23.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240  -24.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325  -23.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9177  -24.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166  -25.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6205  -25.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187  -24.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232  -24.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3266  -25.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349  -25.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455  -23.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409  -24.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7426  -25.3213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5259  -25.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0110  -24.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5232  -24.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0586  -23.3733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2127  -25.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5053  -25.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8  2  1  0
  9 10  1  0
 10 13  1  0
 12  2  1  0
  3 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 11 17  3  0
  5 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870180

   ---

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: 252.32

Molecular Weight (Monoisotopic): 252.1263

AlogP: 3.08

#Rotatable Bonds: 2

Polar Surface Area: 37.95

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: -0.05

References

1. Barbolla I, Hernández-Suárez L, Quevedo-Tumailli V, Nocedo-Mena D, Arrasate S, Dea-Ayuela MA, González-Díaz H, Sotomayor N, Lete E..  (2021)  Palladium-mediated synthesis and biological evaluation of C-10b substituted Dihydropyrrolo[1,2-b]isoquinolines as antileishmanial agents.,  220  [PMID:33901901] [10.1016/j.ejmech.2021.113458]

Source

Source(1):

• Scientific Literature