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

ID: ALA5286133

Max Phase: Preclinical

Molecular Formula: C20H23Cl2N3

Molecular Weight: 376.33

Names and Identifiers

Canonical SMILES:  CN1CCN(CCCn2c3ccc(Cl)cc3c3cc(Cl)ccc32)CC1

Standard InChI:  InChI=1S/C20H23Cl2N3/c1-23-9-11-24(12-10-23)7-2-8-25-19-5-3-15(21)13-17(19)18-14-16(22)4-6-20(18)25/h3-6,13-14H,2,7-12H2,1H3

Standard InChI Key:  XHSLNZNYPXAQPS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    3.5868   -1.4521    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007    0.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863   -0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021   -0.0421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3172   -0.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5026   -0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8382   -1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -2.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4671   -2.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021   -1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -1.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6217   -2.8195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5460    0.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    0.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180    1.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3257    1.8668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833    2.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908    2.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408    2.2046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833    1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    1.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5868    2.3397    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
 11 12  2  0
 12  7  1  0
 12 13  1  0
 13  5  2  0
 13 14  1  0
 14  2  2  0
 10 15  1  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286133

   ---

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: 376.33

Molecular Weight (Monoisotopic): 375.1269

AlogP: 4.74

#Rotatable Bonds: 4

Polar Surface Area: 11.41

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.69

CX LogP: 4.45

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -1.17

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