10-(3,4-dimethoxybenzyl)-7,8-dimethoxy-10-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline

ID: ALA4871546

PubChem CID: 164621175

Max Phase: Preclinical

Molecular Formula: C24H27NO4

Molecular Weight: 393.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CC2(C)c3cc(OC)c(OC)cc3Cn3cccc32)cc1OC

Standard InChI:  InChI=1S/C24H27NO4/c1-24(14-16-8-9-19(26-2)20(11-16)27-3)18-13-22(29-5)21(28-4)12-17(18)15-25-10-6-7-23(24)25/h6-13H,14-15H2,1-5H3

Standard InChI Key:  INQOAIUUFCZZCQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    3.4669   -6.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825   -7.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939   -6.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -8.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7475   -8.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4606   -9.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4589   -7.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1726   -8.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1760   -8.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934   -9.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -6.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5294   -7.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3517   -7.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   -6.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3438   -6.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -6.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087   -8.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6104   -8.9589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4036   -9.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8921   -8.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4008   -7.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5850   -6.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9996   -7.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0357   -7.7237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344   -9.3714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0355   -6.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337  -10.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7650   -8.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -9.1249    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 18  1  0
 17  2  1  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
 14 22  1  0
 22 23  1  0
  4 24  1  0
  5 25  1  0
 24 26  1  0
 25 27  1  0
 13 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871546

   ---

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: 393.48

Molecular Weight (Monoisotopic): 393.1940

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 41.85

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: 0.14

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