N1,N1'-(2,2'-disulfanediylbis(ethane-2,1-diyl))bis(N6-benzylhexane-1,6-diamine)tetrahydrochloride

ID: ALA3277606

PubChem CID: 90679894

Max Phase: Preclinical

Molecular Formula: C30H51ClN4S2

Molecular Weight: 530.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.c1ccc(CNCCCCCCNCCSSCCNCCCCCCNCc2ccccc2)cc1

Standard InChI:  InChI=1S/C30H50N4S2.ClH/c1(3-13-21-33-27-29-15-7-5-8-16-29)11-19-31-23-25-35-36-26-24-32-20-12-2-4-14-22-34-28-30-17-9-6-10-18-30;/h5-10,15-18,31-34H,1-4,11-14,19-28H2;1H

Standard InChI Key:  OXLWMUBUHUUTPR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 37  0  0  0  0  0  0  0  0999 V2000
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    2.5792  -12.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2937  -12.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082  -12.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7226  -12.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4371  -12.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7239  -12.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4384  -12.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1529  -12.9626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1502  -12.9626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1542  -12.5501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4357  -12.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796  -12.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2973  -12.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0114  -12.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0118  -11.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2923  -11.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5812  -11.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9970  -12.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086  -12.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090  -13.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938  -14.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799  -13.7862    0.0000 C   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
 23 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 25 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 25  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: 530.89

Molecular Weight (Monoisotopic): 530.3477

AlogP: 6.25

#Rotatable Bonds: 25

Polar Surface Area: 48.12

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.37

CX LogP: 5.77

CX LogD: -3.44

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.09

Np Likeness Score: -0.20

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