4-(3-(4-(pyridin-2-yl)piperazin-1-yl)propoxy)-9H-carbazole

ID: ALA4646676

PubChem CID: 156020666

Max Phase: Preclinical

Molecular Formula: C24H26N4O

Molecular Weight: 386.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(N2CCN(CCCOc3cccc4[nH]c5ccccc5c34)CC2)nc1

Standard InChI:  InChI=1S/C24H26N4O/c1-2-8-20-19(7-1)24-21(26-20)9-5-10-22(24)29-18-6-13-27-14-16-28(17-15-27)23-11-3-4-12-25-23/h1-5,7-12,26H,6,13-18H2

Standard InChI Key:  ZGDYCFIZWJIIHT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.6664  -28.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664  -27.2327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5324  -27.2202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0973  -27.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798  -26.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8190  -26.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840  -29.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840  -28.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706  -29.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9527  -29.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572  -28.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661  -29.5434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6870  -28.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750  -28.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477  -27.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285  -27.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5377  -28.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718  -28.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5443  -28.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2416  -26.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9629  -27.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9748  -28.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2656  -28.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6961  -28.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7065  -29.2493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4269  -29.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1372  -29.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1225  -28.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4016  -27.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2  1  1  0
  3  6  1  0
  4  5  1  0
  5  2  1  0
  6  4  1  0
  7  9  2  0
  8  1  2  0
  9 10  1  0
  8  7  1  0
 10 11  2  0
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 13 12  1  0
 12 10  1  0
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 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
  3 20  1  0
 20 21  1  0
 19 23  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4646676

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 386.50

Molecular Weight (Monoisotopic): 386.2107

AlogP: 4.31

#Rotatable Bonds: 6

Polar Surface Area: 44.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.69

CX LogP: 4.13

CX LogD: 3.66

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.22

References

1. Chang Q, Long J, Hu L, Chen Z, Li Q, Hu G..  (2020)  Drug repurposing and rediscovery: Design, synthesis and preliminary biological evaluation of 1-arylamino-3-aryloxypropan-2-ols as anti-melanoma agents.,  28  (9): [PMID:32216987] [10.1016/j.bmc.2020.115404]

Source

Source(1):

• Scientific Literature