1-(3,6-dimethoxy-9H-carbazol-9-yl)-3-(4-methylpiperazin-1-yl)propan-2-ol

ID: ALA5290293

Max Phase: Preclinical

Molecular Formula: C22H29N3O3

Molecular Weight: 383.49

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c1cc(OC)ccc1n2CC(O)CN1CCN(C)CC1

Standard InChI:  InChI=1S/C22H29N3O3/c1-23-8-10-24(11-9-23)14-16(26)15-25-21-6-4-17(27-2)12-19(21)20-13-18(28-3)5-7-22(20)25/h4-7,12-13,16,26H,8-11,14-15H2,1-3H3

Standard InChI Key:  ANLZEXKAKGMNFZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.6558   -1.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6558   -1.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421   -0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421    0.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2282    0.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5141    0.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304    0.3002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735   -0.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9088   -1.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -1.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3956   -1.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304   -1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5141   -0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2282   -1.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7582   -2.6270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3697   -3.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326    1.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889    2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961    2.2081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535    2.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605    3.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0101    2.5456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528    1.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    1.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6558    2.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7731    0.7626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 14  6  2  0
 14 15  1  0
 15  3  2  0
 11 16  1  0
 16 17  1  0
  7 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 25  1  0
 25 26  1  0
 26 21  1  0
 24 27  1  0
 19 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290293

   ---

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: 383.49

Molecular Weight (Monoisotopic): 383.2209

AlogP: 2.42

#Rotatable Bonds: 6

Polar Surface Area: 50.10

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.30

CX LogP: 2.23

CX LogD: 1.28

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -0.78

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