2-(7,9-Dimethoxy-10-methyl-5,10-dihydropyrrolo[1,2-b]isoquinolin-10-yl)acetonitrile

ID: ALA4876767

PubChem CID: 164625983

Max Phase: Preclinical

Molecular Formula: C17H18N2O2

Molecular Weight: 282.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c2c1Cn1cccc1C2(C)CC#N

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

Standard InChI Key:  WFEBFTNHFKFPCD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   18.2382  -18.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6509  -19.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0552  -18.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5446  -20.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5435  -20.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2474  -21.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2456  -19.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9501  -20.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9535  -20.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6618  -21.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8683  -18.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3678  -20.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3695  -20.8432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1528  -21.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6379  -20.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1501  -19.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6814  -18.8911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2460  -22.0627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5417  -22.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2432  -18.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9455  -18.3968    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
  6 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876767

   ---

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: 0.05

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