N-(3-isopropoxy-4-(5-(4-methoxyphenyl)furan-2-yl)phenyl)picolinimidamide

ID: ALA3794509

PubChem CID: 127029133

Max Phase: Preclinical

Molecular Formula: C26H25N3O3

Molecular Weight: 427.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(-c3ccc(NC(=N)c4ccccn4)cc3OC(C)C)o2)cc1

Standard InChI:  InChI=1S/C26H25N3O3/c1-17(2)31-25-16-19(29-26(27)22-6-4-5-15-28-22)9-12-21(25)24-14-13-23(32-24)18-7-10-20(30-3)11-8-18/h4-17H,1-3H3,(H2,27,29)

Standard InChI Key:  RTSMGKYQPOWLKH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3064   -4.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421   -3.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548    3.6021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924    6.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4914    5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915    3.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1925    3.0071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.8815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -3.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343   -2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4458   -1.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1563   -0.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6557   -0.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4415   -1.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7279   -3.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2285   -3.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9419   -1.7252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5691   -2.7482    0.0000 C   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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
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 17 18  1  0
 18 19  2  0
 19 13  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  2  0
  5 20  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 22 25  1  0
 28 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3794509

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 427.50

Molecular Weight (Monoisotopic): 427.1896

AlogP: 6.24

#Rotatable Bonds: 7

Polar Surface Area: 80.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.29

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -0.88

References

1. Zhu X, Farahat AA, Mattamana M, Joice A, Pandharkar T, Holt E, Banerjee M, Gragg JL, Hu L, Kumar A, Yang S, Wang MZ, Boykin DW, Werbovetz KA..  (2016)  Synthesis and pharmacological evaluation of mono-arylimidamides as antileishmanial agents.,  26  (10): [PMID:27048943] [10.1016/j.bmcl.2016.03.082]

Source

Source(1):

• Scientific Literature