(S,E)-N-(9-((3-(2-amino-5-guanidinopentanamido)pro-pyl)amino)nonyl)-4-((4-(diethylamino)phenyl)diazenyl)-benzamide

ID: ALA4210363

PubChem CID: 145967119

Max Phase: Preclinical

Molecular Formula: C35H58N10O2

Molecular Weight: 650.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(/N=N/c2ccc(C(=O)NCCCCCCCCCNCCCNC(=O)[C@@H](N)CCCNC(=N)N)cc2)cc1

Standard InChI:  InChI=1S/C35H58N10O2/c1-3-45(4-2)31-21-19-30(20-22-31)44-43-29-17-15-28(16-18-29)33(46)40-25-11-9-7-5-6-8-10-23-39-24-13-27-41-34(47)32(36)14-12-26-42-35(37)38/h15-22,32,39H,3-14,23-27,36H2,1-2H3,(H,40,46)(H,41,47)(H4,37,38,42)/b44-43+/t32-/m0/s1

Standard InChI Key:  QGDSHLUCZOPFSD-FBZZILKKSA-N

Molfile:  

     RDKit          2D

 47 48  0  0  0  0  0  0  0  0999 V2000
    8.4434   -2.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1517   -3.3847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4421   -2.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5671   -3.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2742   -2.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9825   -3.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6896   -2.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3980   -3.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1050   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8134   -3.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5204   -2.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2288   -3.3736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9359   -2.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6442   -3.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3513   -2.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0596   -3.3692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7667   -2.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4750   -3.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7654   -2.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4763   -4.1842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1821   -2.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8904   -3.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5975   -2.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3059   -3.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0129   -2.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7213   -3.3603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0116   -2.1356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7363   -3.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0316   -2.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3250   -3.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3259   -4.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0392   -4.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7429   -4.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6193   -4.6140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105   -4.2074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2039   -4.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -4.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7940   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959   -5.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5098   -5.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2129   -5.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899   -5.8480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -5.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0934   -6.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745   -5.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -7.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  2  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
 11 12  1  0
 12 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
 18 20  2  0
 19 21  1  6
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  1 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 32 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 37  1  0
 40 43  1  0
 43 44  1  0
 43 45  1  0
 44 46  1  0
 45 47  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210363

   ---

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: 650.92

Molecular Weight (Monoisotopic): 650.4744

AlogP: 5.10

#Rotatable Bonds: 25

Polar Surface Area: 186.11

Molecular Species: BASE

HBA: 8

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 4

CX Acidic pKa: ┄

CX Basic pKa: 12.20

CX LogP: 4.53

CX LogD: -1.48

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.03

Np Likeness Score: -0.43

References

1. Nørager NG, Poulsen MH, Strømgaard K..  (2018)  Controlling Ca2+ Permeable α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid (AMPA) Receptors with Photochromic Ion Channel Blockers.,  61  (17): [PMID:30125106] [10.1021/acs.jmedchem.8b00756]

Source

Source(1):

• Scientific Literature