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

ID: ALA4084182

PubChem CID: 72950698

Max Phase: Preclinical

Molecular Formula: C16H17ClFN3O

Molecular Weight: 321.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(NCCCOc1ccc(F)cc1)Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C16H17ClFN3O/c17-12-2-6-14(7-3-12)21-16(19)20-10-1-11-22-15-8-4-13(18)5-9-15/h2-9H,1,10-11H2,(H3,19,20,21)

Standard InChI Key:  YIXQZLPGNXXTFM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   29.9711   -7.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6855   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2565   -7.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5466   -7.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4000   -7.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1145   -7.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8289   -7.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8266   -8.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5403   -8.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2556   -8.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2530   -7.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5389   -7.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9707   -8.7667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.8305   -7.1205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5498   -8.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1176   -7.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4046   -7.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6921   -7.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6950   -8.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4160   -8.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1254   -8.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9826   -8.7803    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4084182

   1-(4-Chlorophenyl)-2-[3-(4-fluorophenoxy)propyl]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: 321.78

Molecular Weight (Monoisotopic): 321.1044

AlogP: 3.88

#Rotatable Bonds: 6

Polar Surface Area: 57.14

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.15

CX LogP: 3.68

CX LogD: 1.43

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: -1.32

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