(E)-N1-(10-(4-chlorophenyl)-3-(pyridin-3-ylamino)phenazin-2(10H)-ylidene)-N3,N3-dimethylpropane-1,3-diamine

ID: ALA4859835

Max Phase: Preclinical

Molecular Formula: C28H27ClN6

Molecular Weight: 483.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCC/N=c1\cc2n(-c3ccc(Cl)cc3)c3ccccc3nc-2cc1Nc1cccnc1

Standard InChI:  InChI=1S/C28H27ClN6/c1-34(2)16-6-15-31-24-18-28-26(17-25(24)32-21-7-5-14-30-19-21)33-23-8-3-4-9-27(23)35(28)22-12-10-20(29)11-13-22/h3-5,7-14,17-19,32H,6,15-16H2,1-2H3/b31-24+

Standard InChI Key:  COMPQROOZQLDHI-QFMPWRQOSA-N

Molfile:  

 
     RDKit          2D

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   11.1656   -1.8163    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 32 33  1  0
 13 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859835

   ---

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: 483.02

Molecular Weight (Monoisotopic): 482.1986

AlogP: 5.77

#Rotatable Bonds: 7

Polar Surface Area: 58.34

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 4.79

CX LogD: 2.89

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.27

References

1. Koval A, Bassanini I, Xu J, Tonelli M, Boido V, Sparatore F, Amant F, Annibali D, Leucci E, Sparatore A, Katanaev VL..  (2021)  Optimization of the clofazimine structure leads to a highly water-soluble C3-aminopyridinyl riminophenazine endowed with improved anti-Wnt and anti-cancer activity in vitro and in vivo.,  222  [PMID:34116325] [10.1016/j.ejmech.2021.113562]

Source

Source(1):

• Scientific Literature