10-benzyl-7,8-dimethoxy-10-methyl-5,10-dihydropyrrolo[1,2-b]isoquinoline

ID: ALA4878542

PubChem CID: 164625853

Max Phase: Preclinical

Molecular Formula: C22H23NO2

Molecular Weight: 333.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(C)(Cc1ccccc1)c1cccn1C2

Standard InChI:  InChI=1S/C22H23NO2/c1-22(14-16-8-5-4-6-9-16)18-13-20(25-3)19(24-2)12-17(18)15-23-11-7-10-21(22)23/h4-13H,14-15H2,1-3H3

Standard InChI Key:  FZIREXDUVXBMBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.9911   -6.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4066   -7.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8177   -6.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2737   -7.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2726   -8.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9853   -8.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9835   -7.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -7.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7003   -8.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4175   -8.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6404   -6.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0527   -7.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8746   -7.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2846   -6.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8666   -5.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0461   -5.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1324   -7.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1341   -8.4227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9268   -8.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4152   -8.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9241   -7.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5611   -7.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5597   -8.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5609   -6.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5591   -9.6578    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
  4 22  1  0
  5 23  1  0
 22 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878542

   ---

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: 333.43

Molecular Weight (Monoisotopic): 333.1729

AlogP: 4.42

#Rotatable Bonds: 4

Polar Surface Area: 23.39

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: 0.10

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