1-(azepan-1-yl)-3-(9H-carbazol-9-yl)propan-2-ol

ID: ALA4518197

Cas Number: 91324-15-1

PubChem CID: 56211

Max Phase: Preclinical

Molecular Formula: C21H26N2O

Molecular Weight: 322.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OC(CN1CCCCCC1)Cn1c2ccccc2c2ccccc21

Standard InChI:  InChI=1S/C21H26N2O/c24-17(15-22-13-7-1-2-8-14-22)16-23-20-11-5-3-9-18(20)19-10-4-6-12-21(19)23/h3-6,9-12,17,24H,1-2,7-8,13-16H2

Standard InChI Key:  XZMXXDXFHOVSEF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.0730  -12.2603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3684  -11.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255  -11.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1566  -10.6655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1612   -9.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7742   -9.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5821   -9.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9432  -10.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5981  -10.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962  -11.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6550  -12.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6462  -13.0561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771  -13.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197  -14.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634  -14.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686  -14.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261  -13.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783  -13.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367  -14.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2994  -13.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1012  -13.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6404  -14.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3778  -14.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760  -14.9355    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  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  4 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 13 18  1  0
 14 19  1  0
 19 20  2  0
 12 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518197

   alpha-((Hexahydro-1H-azepin-1-yl)methyl)-9H-carbazole-9-ethanol

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: 322.45

Molecular Weight (Monoisotopic): 322.2045

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 28.40

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 4.00

CX LogD: 1.34

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -0.75

References

1. Wang T, Mäser P, Picard D..  (2016)  Inhibition of Plasmodium falciparum Hsp90 Contributes to the Antimalarial Activities of Aminoalcohol-carbazoles.,  59  (13): [PMID:27312008] [10.1021/acs.jmedchem.6b00591]

2. 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