3,6-dichloro-9-(4-(4-methylpiperazin-1-yl)butyl)-9H-carbazole

ID: ALA5268677

Max Phase: Preclinical

Molecular Formula: C21H25Cl2N3

Molecular Weight: 390.36

Names and Identifiers

Canonical SMILES:  CN1CCN(CCCCn2c3ccc(Cl)cc3c3cc(Cl)ccc32)CC1

Standard InChI:  InChI=1S/C21H25Cl2N3/c1-24-10-12-25(13-11-24)8-2-3-9-26-20-6-4-16(22)14-18(20)19-15-17(23)5-7-21(19)26/h4-7,14-15H,2-3,8-13H2,1H3

Standard InChI Key:  XEEWQXPSQVCRCB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.1160   -2.5511    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -2.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -1.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8299   -0.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -1.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312   -1.1412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9735   -1.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3090   -2.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240   -3.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -3.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312   -2.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -2.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8299   -2.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925   -3.9185    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0751   -0.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7324   -0.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    0.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7966    0.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526    1.5523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5012    2.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7572    2.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    3.1213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600    1.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1160    2.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    3.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 12  7  1  0
 12 13  1  0
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 13 14  1  0
 14  2  2  0
 10 15  1  0
  6 16  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 21  1  0
 23 22  1  0
 24 20  1  0
 25 24  1  0
 25 23  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5268677

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 390.36

Molecular Weight (Monoisotopic): 389.1426

AlogP: 5.13

#Rotatable Bonds: 5

Polar Surface Area: 11.41

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.61

CX LogP: 4.97

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -1.12

References

1. Clausen JD, Kjellerup L, Cohrt KO, Hansen JB, Dalby-Brown W, Winther AL..  (2017)  Elucidation of antimicrobial activity and mechanism of action by N-substituted carbazole derivatives.,  27  (19): [PMID:28893470] [10.1016/j.bmcl.2017.08.067]

Source

Source(1):

• Scientific Literature