N1,N1'-(2,2'-disulfanediylbis(ethane-2,1-diyl))bis(decane-1,10-diamine)tetrahydrochloride

ID: ALA3277609

PubChem CID: 90679897

Max Phase: Preclinical

Molecular Formula: C24H55ClN4S2

Molecular Weight: 462.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCCCCCCCCCNCCSSCCNCCCCCCCCCCN

Standard InChI:  InChI=1S/C24H54N4S2.ClH/c25-17-13-9-5-1-3-7-11-15-19-27-21-23-29-30-24-22-28-20-16-12-8-4-2-6-10-14-18-26;/h27-28H,1-26H2;1H

Standard InChI Key:  KMTHDWOEHSFLHH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 29  0  0  0  0  0  0  0  0999 V2000
   32.6509   -3.5998    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.4584   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1729   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8874   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6018   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3164   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0309   -6.3708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7453   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4598   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1743   -6.7833    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.8887   -6.3708    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7440   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6032   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3177   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0321   -6.7833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7466   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4611   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1755   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8901   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6046   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3190   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0295   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0335   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3150   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6006   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8861   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1716   -6.7833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7480   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4624   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1769   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8914   -6.3708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 12 22  1  0
 21 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  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: 462.86

Molecular Weight (Monoisotopic): 462.3790

AlogP: 5.71

#Rotatable Bonds: 27

Polar Surface Area: 76.10

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.67

CX LogP: 5.01

CX LogD: -5.00

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.09

Np Likeness Score: 0.10

References

1. Melchiorre C, Yong MS, Benfey BG, Belleau B..  (1978)  Molecular properties of the adrenergic alpha receptor. 2. Optimum covalent inhibition by two different prototypes of polyamine disulfides.,  21  (11): [PMID:31477] [10.1021/jm00209a007]

Source

Source(1):

• Scientific Literature