9-(2-hydroxy-3-(4-methylpiperazin-1-yl)propyl)-9H-carbazole-3,6-diol

ID: ALA5282458

Max Phase: Preclinical

Molecular Formula: C20H25N3O3

Molecular Weight: 355.44

Names and Identifiers

Canonical SMILES:  CN1CCN(CC(O)Cn2c3ccc(O)cc3c3cc(O)ccc32)CC1

Standard InChI:  InChI=1S/C20H25N3O3/c1-21-6-8-22(9-7-21)12-16(26)13-23-19-4-2-14(24)10-17(19)18-11-15(25)3-5-20(18)23/h2-5,10-11,16,24-26H,6-9,12-13H2,1H3

Standard InChI Key:  MKASAZWWXJWNIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.5356   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    0.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214    0.4160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339    0.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339    1.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480    2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8620    1.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8620    0.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480    0.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -0.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4614   -0.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1260   -1.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060   -1.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5137   -2.2042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333    2.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428    0.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8941   -0.4717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7013   -0.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2509   -0.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936   -1.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1865   -1.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -1.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4333   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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  8 18  1  0
  2 19  1  0
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 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 20  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282458

   ---

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: 355.44

Molecular Weight (Monoisotopic): 355.1896

AlogP: 1.81

#Rotatable Bonds: 4

Polar Surface Area: 72.10

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: 8.28

CX LogP: 1.75

CX LogD: 0.99

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -0.56

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