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

ID: ALA5282994

Max Phase: Preclinical

Molecular Formula: C20H22Cl2N2O

Molecular Weight: 377.32

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)c1cc(Cl)ccc1n2CCCCN1CCOCC1

Standard InChI:  InChI=1S/C20H22Cl2N2O/c21-15-3-5-19-17(13-15)18-14-16(22)4-6-20(18)24(19)8-2-1-7-23-9-11-25-12-10-23/h3-6,13-14H,1-2,7-12H2

Standard InChI Key:  NXEVXQUJSINAEF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    3.1160   -2.1525    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -0.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -0.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -0.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312   -0.7426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -1.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9735   -1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3090   -2.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8240   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037   -2.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312   -2.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1155   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300   -2.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925   -3.5199    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0752    0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7324    0.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889    0.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7966    1.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526    1.9509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600    2.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1160    2.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    3.5199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7572    3.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5012    2.5649    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
 21 20  1  0
 22 21  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282994

   ---

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: 377.32

Molecular Weight (Monoisotopic): 376.1109

AlogP: 5.21

#Rotatable Bonds: 5

Polar Surface Area: 17.40

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.78

CX LogP: 4.90

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.25

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