N-(4-(3-(4-aminobutylamino)propylamino)butyl)-9H-carbazole-9-carboxamide

ID: ALA390521

PubChem CID: 23651973

Max Phase: Preclinical

Molecular Formula: C24H35N5O

Molecular Weight: 409.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCNCCCNCCCCNC(=O)n1c2ccccc2c2ccccc21

Standard InChI:  InChI=1S/C24H35N5O/c25-14-5-6-15-26-17-9-18-27-16-7-8-19-28-24(30)29-22-12-3-1-10-20(22)21-11-2-4-13-23(21)29/h1-4,10-13,26-27H,5-9,14-19,25H2,(H,28,30)

Standard InChI Key:  LZXZUABCXJZUIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.1828   -7.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257   -7.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195   -7.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355   -6.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314   -6.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708   -6.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8141   -6.4883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -5.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -5.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571   -5.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172   -4.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338   -4.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816   -4.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961   -6.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892   -7.7198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3852   -6.4763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327   -6.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437   -6.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7616   -6.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4726   -6.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1905   -6.8588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9015   -6.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6194   -6.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3304   -6.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0483   -6.8348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7593   -6.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4772   -6.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1882   -6.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061   -6.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6171   -6.3923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  7 14  1  0
  6  7  1  0
 14 15  2  0
  7  9  1  0
 14 16  1  0
  8  5  1  0
 16 17  1  0
  1  2  1  0
 17 18  1  0
  5  4  1  0
 18 19  1  0
  8  9  2  0
 19 20  1  0
  4  1  2  0
 20 21  1  0
  9 10  1  0
 21 22  1  0
  5  6  2  0
 22 23  1  0
 10 11  2  0
 23 24  1  0
 24 25  1  0
 11 12  1  0
 25 26  1  0
  2  3  2  0
 26 27  1  0
 12 13  2  0
 27 28  1  0
 13  8  1  0
 28 29  1  0
  3  6  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA390521

   N-[4-[3-(4-aminobutylamino)propylamino]butyl]carbazole-9-carboxamide

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: 409.58

Molecular Weight (Monoisotopic): 409.2842

AlogP: 3.44

#Rotatable Bonds: 13

Polar Surface Area: 84.11

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.72

CX LogP: 1.99

CX LogD: -4.46

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -0.29

References

1. Takayama H, Yaegashi Y, Kitajima M, Han X, Nishimura K, Okuyama S, Igarashi K..  (2007)  Design, synthesis, and biological evaluation of tricyclic heterocycle-tetraamine conjugates as potent NMDA channel blockers.,  17  (17): [PMID:17624774] [10.1016/j.bmcl.2007.06.069]

Source

Source(1):

• Scientific Literature