4'-(3-carbamimidoylbenzyl)biphenyl-4-carboximidamide

ID: ALA4859955

PubChem CID: 164617138

Max Phase: Preclinical

Molecular Formula: C21H20N4

Molecular Weight: 328.42

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(-c2ccc(Cc3cccc(C(=N)N)c3)cc2)cc1

Standard InChI:  InChI=1S/C21H20N4/c22-20(23)18-10-8-17(9-11-18)16-6-4-14(5-7-16)12-15-2-1-3-19(13-15)21(24)25/h1-11,13H,12H2,(H3,22,23)(H3,24,25)

Standard InChI Key:  YJSHITKICMMMIB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.7546   -2.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7535   -3.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4615   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1712   -3.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1684   -2.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4597   -2.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8745   -2.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0474   -4.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3397   -3.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6321   -4.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6310   -5.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3434   -5.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0480   -5.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9236   -5.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2156   -5.0189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9240   -6.2443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5838   -2.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5835   -3.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2919   -4.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9991   -3.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9934   -2.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2844   -2.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2946   -5.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5883   -5.4156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0037   -5.4109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  2  8  1  0
 11 14  1  0
 14 15  2  0
 14 16  1  0
  7 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 19 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

  1. Parent:

    ALA4859955

    ---

Associated Targets(Human)

HOXA9 DNA binding site (122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

L6 (7924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei rhodesiense (7991 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 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: 328.42Molecular Weight (Monoisotopic): 328.1688AlogP: 3.51#Rotatable Bonds: 5
Polar Surface Area: 99.74Molecular Species: BASEHBA: 2HBD: 4
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 11.81CX LogP: 3.55CX LogD: -1.26
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.43Np Likeness Score: -0.18

References

1. Depauw S, Lambert M, Jambon S, Paul A, Peixoto P, Nhili R, Marongiu L, Figeac M, Dassi C, Paul-Constant C, Billoré B, Kumar A, Farahat AA, Ismail MA, Mineva E, Sweat DP, Stephens CE, Boykin DW, Wilson WD, David-Cordonnier MH..  (2019)  Heterocyclic Diamidine DNA Ligands as HOXA9 Transcription Factor Inhibitors: Design, Molecular Evaluation, and Cellular Consequences in a HOXA9-Dependant Leukemia Cell Model.,  62  (3.0): [PMID:30645099] [10.1021/acs.jmedchem.8b01448]
2. Arafa RK, Ismail MA, Wenzler T, Brun R, Paul A, Wilson WD, Alakhdar AA, Boykin DW..  (2021)  New antiparasitic flexible triaryl diamidines, their prodrugs and aza analogues: Synthesis, in vitro and in vivo biological evaluation, and molecular modelling studies.,  222  [PMID:34146914] [10.1016/j.ejmech.2021.113625]

Source