1-(3-(4-fluorophenoxy)propyl)-3-(4-methoxyphenyl)guanidine

ID: ALA4092687

PubChem CID: 72950535

Max Phase: Preclinical

Molecular Formula: C17H20FN3O2

Molecular Weight: 317.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=N)NCCCOc2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C17H20FN3O2/c1-22-15-9-5-14(6-10-15)21-17(19)20-11-2-12-23-16-7-3-13(18)4-8-16/h3-10H,2,11-12H2,1H3,(H3,19,20,21)

Standard InChI Key:  VAOKFJZCNXIHTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   42.0895   -7.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7972   -6.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3818   -6.6366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6785   -7.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5049   -7.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2126   -6.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9203   -7.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9180   -7.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6249   -8.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3336   -7.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3309   -7.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6235   -6.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0418   -8.2710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.9693   -6.6404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6817   -7.8634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2631   -7.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5568   -6.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8511   -7.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8539   -7.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5681   -8.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2709   -7.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1483   -8.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4385   -7.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 10 13  1  0
  4 14  1  0
  4 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092687

   2-[3-(4-Fluorophenoxy)propyl]-1-(4-methoxyphenyl)guanidine

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: 317.36

Molecular Weight (Monoisotopic): 317.1540

AlogP: 3.24

#Rotatable Bonds: 7

Polar Surface Area: 66.37

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.47

CX LogP: 2.91

CX LogD: 0.59

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.42

Np Likeness Score: -0.99

References

1. Salvino JM, Srikanth YVV, Lou R, Oyer HM, Chen N, Kim FJ..  (2017)  Novel small molecule guanidine Sigma1 inhibitors for advanced prostate cancer.,  27  (10): [PMID:28385503] [10.1016/j.bmcl.2017.03.030]

Source

Source(1):

• Scientific Literature