N-(4-(4-(4-aminobutylamino)butylamino)butyl)-9H-carbazole-9-carboxamide

ID: ALA388315

PubChem CID: 44426125

Max Phase: Preclinical

Molecular Formula: C25H37N5O

Molecular Weight: 423.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCNCCCCNCCCCNC(=O)n1c2ccccc2c2ccccc21

Standard InChI:  InChI=1S/C25H37N5O/c26-15-5-6-16-27-17-7-8-18-28-19-9-10-20-29-25(31)30-23-13-3-1-11-21(23)22-12-2-4-14-24(22)30/h1-4,11-14,27-28H,5-10,15-20,26H2,(H,29,31)

Standard InChI Key:  ZIOSCDPLBZCHSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.7578  -12.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007  -13.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945  -13.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5105  -12.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064  -11.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1458  -12.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3891  -12.1883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2961  -11.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4834  -11.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321  -10.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1922   -9.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088   -9.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566  -10.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711  -12.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642  -13.4198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9602  -12.1763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423  -12.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4687  -12.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866  -12.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976  -12.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155  -12.5588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3265  -12.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444  -12.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554  -12.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4733  -12.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843  -12.1163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9022  -12.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6132  -12.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3311  -12.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0421  -12.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7600  -12.4988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  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
  7 14  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA388315

   N-[4-[4-(4-aminobutylamino)butylamino]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: 423.61

Molecular Weight (Monoisotopic): 423.2998

AlogP: 3.83

#Rotatable Bonds: 14

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: 11.00

CX LogP: 2.51

CX LogD: -5.90

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.30

Np Likeness Score: -0.27

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