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

ID: ALA3793288

PubChem CID: 127029410

Max Phase: Preclinical

Molecular Formula: C25H23N3OS

Molecular Weight: 413.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc(NC(=N)c2ccccn2)ccc1-c1ccc(-c2ccccc2)s1

Standard InChI:  InChI=1S/C25H23N3OS/c1-17(2)29-22-16-19(28-25(26)21-10-6-7-15-27-21)11-12-20(22)24-14-13-23(30-24)18-8-4-3-5-9-18/h3-17H,1-2H3,(H2,26,28)

Standard InChI Key:  AWHIDRGXJQRNCK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
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    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
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    5.1925    3.0071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
  1  2  2  0
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 20 21  1  0
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  5 20  1  0
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 29 30  2  0
 30 25  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3793288

   ---

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: 413.55

Molecular Weight (Monoisotopic): 413.1562

AlogP: 6.70

#Rotatable Bonds: 6

Polar Surface Area: 58.00

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.40

CX LogP: 5.93

CX LogD: 5.93

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.27

Np Likeness Score: -1.01

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