7-(4'-carbamimidoylbiphenyl-4-yl)-2-naphthimidamide

ID: ALA4856341

PubChem CID: 16126642

Max Phase: Preclinical

Molecular Formula: C24H20N4

Molecular Weight: 364.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(-c2ccc(-c3ccc4ccc(C(=N)N)cc4c3)cc2)cc1

Standard InChI:  InChI=1S/C24H20N4/c25-23(26)19-9-5-16(6-10-19)15-1-3-17(4-2-15)20-11-7-18-8-12-21(24(27)28)14-22(18)13-20/h1-14H,(H3,25,26)(H3,27,28)

Standard InChI Key:  QBQKKMRGHPFHCF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   15.6962  -10.3342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1066  -11.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6962  -11.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1066  -12.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6962  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8712  -11.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4608  -12.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8712  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4608  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6358  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2253  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4003  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9899  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1649  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7544  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9293  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5189  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6939  -13.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2835  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4585  -13.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0480  -13.8998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0480  -12.4711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6939  -12.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5189  -12.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1649  -12.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9899  -12.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6358  -12.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9316  -11.0465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  3  6  2  0
  6  7  1  0
  7  8  2  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  2  0
 16 24  1  0
 15 25  1  0
 25 26  2  0
 12 26  1  0
 11 27  2  0
  7 27  1  0
  2 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856341

   7-[4-(4-Carbamimidoylphenyl)phenyl]naphthalene-2-carboximidamide

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: 364.45

Molecular Weight (Monoisotopic): 364.1688

AlogP: 4.74

#Rotatable Bonds: 4

Polar Surface Area: 99.74

Molecular Species: BASE

HBA: 2

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.69

CX LogP: 4.10

CX LogD: -0.71

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.31

Np Likeness Score: -0.02

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]

Source

Source(1):

• Scientific Literature