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

ID: ALA4872834

PubChem CID: 164624356

Max Phase: Preclinical

Molecular Formula: C22H22N2O4

Molecular Weight: 378.43

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(C)(Cc1ccc([N+](=O)[O-])cc1)c1cccn1C2

Standard InChI:  InChI=1S/C22H22N2O4/c1-22(13-15-6-8-17(9-7-15)24(25)26)18-12-20(28-3)19(27-2)11-16(18)14-23-10-4-5-21(22)23/h4-12H,13-14H2,1-3H3

Standard InChI Key:  APSHLLUDUFLKLJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.1343   -1.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2998   -2.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.1836   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8771   -2.4561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8757   -4.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8769   -1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8751   -4.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4235   -1.7098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8318   -0.9954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8380   -2.4206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  26   1  28  -1
M  END

Alternative Forms

  1. Parent:

    ALA4872834

    ---

Associated Targets(non-human)

Leishmania amazonensis (3813 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774 (3120 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 378.43Molecular Weight (Monoisotopic): 378.1580AlogP: 4.32#Rotatable Bonds: 5
Polar Surface Area: 66.53Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 4.83CX LogD: 4.83
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.49Np Likeness Score: -0.28

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