N2,N3-bis(4-bromo-3-chlorophenyl)quinoxaline-2,3-diamine

ID: ALA5192502

PubChem CID: 168288726

Max Phase: Preclinical

Molecular Formula: C20H12Br2Cl2N4

Molecular Weight: 539.06

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Clc1cc(Nc2nc3ccccc3nc2Nc2ccc(Br)c(Cl)c2)ccc1Br

Standard InChI:  InChI=1S/C20H12Br2Cl2N4/c21-13-7-5-11(9-15(13)23)25-19-20(26-12-6-8-14(22)16(24)10-12)28-18-4-2-1-3-17(18)27-19/h1-10H,(H,25,27)(H,26,28)

Standard InChI Key:  WIMVWICFWQVDJM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.4875   -0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756   -1.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756   -2.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857   -2.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -2.4651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462   -2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0630   -0.8149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600   -0.8169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    0.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3508    0.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612    1.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693    1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0742    0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3688   -2.4589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759   -2.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723   -1.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7761   -0.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855   -1.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4910   -2.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -2.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612    2.4651    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.1967   -0.8107    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7806    1.6474    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2021   -2.4445    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 23 28  1  0
M  END

Alternative Forms

  1. Parent:

    ALA5192502

    ---

Associated Targets(non-human)

SUB1 Subtilisin-like protease (110 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 539.06Molecular Weight (Monoisotopic): 535.8806AlogP: 7.95#Rotatable Bonds: 4
Polar Surface Area: 49.84Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: 2HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.85CX Basic pKa: 2.18CX LogP: 8.11CX LogD: 8.11
Aromatic Rings: 4Heavy Atoms: 28QED Weighted: 0.28Np Likeness Score: -1.02

References

1. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source