4-{5-[4-amino(imino)methylphenoxy]pentyloxy}phenyl-iminomethanamine compound with 2-hydroxy-1-ethanesulfonic acid (Pentamidine Isethionate)

ID: ALA935

PubChem CID: 359323

Max Phase: Preclinical

Molecular Formula: C21H30N4O6S

Molecular Weight: 340.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(OCCCCCOc2ccc(C(=N)N)cc2)cc1.O=S(=O)(O)CCO

Standard InChI:  InChI=1S/C19H24N4O2.C2H6O4S/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23;3-1-2-7(4,5)6/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23);3H,1-2H2,(H,4,5,6)

Standard InChI Key:  NYRHYBFMOOPIRI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.7958   -0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -1.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5500    0.2458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1833   -0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7958   -0.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9667    0.2458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1833    1.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042    1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    1.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    1.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4875    1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750    1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6917   -0.1292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0625   -0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0875   -0.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2625    0.4833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5417    0.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9917   -2.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6167   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  8  1  0
  4  1  1  0
  5  2  2  0
  6  1  2  0
  7  4  2  0
  8 18  2  0
  9  4  1  0
 10 17  1  0
 11  1  1  0
 12  2  1  0
 13 20  1  0
 14 15  1  0
 15  9  2  0
 16  7  1  0
 17 13  2  0
 18 13  1  0
 19 14  1  0
 20 22  1  0
 21 19  1  0
 22 23  1  0
 23 25  1  0
 24 21  1  0
 25 24  1  0
 16 14  2  0
 10  3  2  0
 27 26  1  0
 28 26  2  0
 29 26  2  0
 30 26  1  0
 31 32  1  0
 32 27  1  0
M  END

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: 340.43

Molecular Weight (Monoisotopic): 340.1899

AlogP: 2.88

#Rotatable Bonds: 10

Polar Surface Area: 118.20

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.13

CX LogP: 2.32

CX LogD: -2.50

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.30

Np Likeness Score: -0.14

References

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Source

Source(2):

• Scientific Literature
• PubChem BioAssays