4-(3-(3,6-dichloro-9H-carbazol-9-yl)propyl)morpholine

ID: ALA5267780

Max Phase: Preclinical

Molecular Formula: C19H20Cl2N2O

Molecular Weight: 363.29

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)c1cc(Cl)ccc1n2CCCN1CCOCC1

Standard InChI:  InChI=1S/C19H20Cl2N2O/c20-14-2-4-18-16(12-14)17-13-15(21)3-5-19(17)23(18)7-1-6-22-8-10-24-11-9-22/h2-5,12-13H,1,6-11H2

Standard InChI Key:  ZLGZTFGFDMPKQI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.2638   -1.4520    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6923   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6923   -0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9778    0.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2633   -0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4791   -0.0421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -0.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8256   -0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1611   -1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -2.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441   -2.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4791   -1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2633   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9778   -1.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447   -2.8195    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2230    0.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5845    0.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411    1.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6488    1.8668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063    2.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7138    2.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2638    2.2046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0063    1.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988    1.2519    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
M  END

Alternative Forms

1. Parent:

   

   ALA5267780

   ---

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: 363.29

Molecular Weight (Monoisotopic): 362.0953

AlogP: 4.82

#Rotatable Bonds: 4

Polar Surface Area: 17.40

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.86

CX LogP: 4.38

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: -1.30

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