N1,N1'-(2,2'-disulfanediylbis(ethane-2,1-diyl))dihexane-1,6-diamine tetrahydrochloride

ID: ALA3277613

PubChem CID: 90679901

Max Phase: Preclinical

Molecular Formula: C16H39ClN4S2

Molecular Weight: 350.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCCCCCNCCSSCCNCCCCCCN

Standard InChI:  InChI=1S/C16H38N4S2.ClH/c17-9-5-1-3-7-11-19-13-15-21-22-16-14-20-12-8-4-2-6-10-18;/h19-20H,1-18H2;1H

Standard InChI Key:  GPYNOGCPMUJTBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 21  0  0  0  0  0  0  0  0999 V2000
   28.6848    0.7110    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.7165   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4242   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1319   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8396   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5473   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2550   -1.2340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9627   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6704   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3782   -1.6426    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0859   -1.2340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0088   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7936   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5013   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2090   -1.6426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9167   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6244   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3321   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0398   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7475   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4552   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3011   -1.6426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1629   -1.2340    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
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: 350.64

Molecular Weight (Monoisotopic): 350.2538

AlogP: 2.59

#Rotatable Bonds: 19

Polar Surface Area: 76.10

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.67

CX LogP: 1.45

CX LogD: -8.56

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.21

Np Likeness Score: 0.14

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