2-(10-Methyl-5,10-dihydro-[1,3]dioxolo[4,5-g]pyrrolo[1,2-b]isoquinolin-10-yl)acetonitrile

ID: ALA4867385

PubChem CID: 164619301

Max Phase: Preclinical

Molecular Formula: C16H14N2O2

Molecular Weight: 266.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(CC#N)c2cc3c(cc2Cn2cccc21)OCO3

Standard InChI:  InChI=1S/C16H14N2O2/c1-16(4-5-17)12-8-14-13(19-10-20-14)7-11(12)9-18-6-2-3-15(16)18/h2-3,6-8H,4,9-10H2,1H3

Standard InChI Key:  ONBGTLOVSMEFGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    4.1107  -19.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5193  -20.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277  -19.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1158  -21.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1140  -20.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8185  -20.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219  -21.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5301  -21.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7408  -19.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2362  -20.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2379  -21.3674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0212  -21.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5062  -20.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0184  -20.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5539  -19.4153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119  -21.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4085  -20.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6307  -20.3015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1508  -20.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6362  -21.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 16  4  1  0
  4  7  2  0
  6  5  2  0
  5 17  1  0
  6  7  1  0
  6  2  1  0
  7  8  1  0
  8 11  1  0
 10  2  1  0
  3  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  9 15  3  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867385

   ---

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: 266.30

Molecular Weight (Monoisotopic): 266.1055

AlogP: 2.80

#Rotatable Bonds: 1

Polar Surface Area: 47.18

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: 0.22

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