2-(6,7-Dimethoxy-10-methyl-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)acetonitrile

ID: ALA4876556

PubChem CID: 164628891

Max Phase: Preclinical

Molecular Formula: C17H18N2O2

Molecular Weight: 282.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1OC)Cn1cccc1C2(C)CC#N

Standard InChI:  InChI=1S/C17H18N2O2/c1-17(8-9-18)13-6-7-14(20-2)16(21-3)12(13)11-19-10-4-5-15(17)19/h4-7,10H,8,11H2,1-3H3

Standard InChI Key:  GLGDKTJYDOREQU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   12.0804  -19.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4890  -19.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8974  -19.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3827  -20.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3815  -21.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0855  -21.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0837  -19.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7882  -20.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7916  -21.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4998  -21.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7105  -19.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2059  -20.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2075  -21.0620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9909  -21.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4759  -20.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9881  -19.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5235  -19.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6776  -21.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9703  -21.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0840  -22.2815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3797  -22.6888    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
  6 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876556

   ---

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: 282.34

Molecular Weight (Monoisotopic): 282.1368

AlogP: 3.09

#Rotatable Bonds: 3

Polar Surface Area: 47.18

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.87

Np Likeness Score: 0.31

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