4-(3,6-dichloro-9H-carbazol-9-yl)-N,N-dimethylbutan-1-amine

ID: ALA5287997

Max Phase: Preclinical

Molecular Formula: C18H20Cl2N2

Molecular Weight: 335.28

Names and Identifiers

Canonical SMILES:  CN(C)CCCCn1c2ccc(Cl)cc2c2cc(Cl)ccc21

Standard InChI:  InChI=1S/C18H20Cl2N2/c1-21(2)9-3-4-10-22-17-7-5-13(19)11-15(17)16-12-14(20)6-8-18(16)22/h5-8,11-12H,3-4,9-10H2,1-2H3

Standard InChI Key:  JQGPMHWBPBTWBJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    2.9626   -1.5812    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3910   -1.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6766   -0.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9621   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779   -0.1713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069   -0.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1268   -0.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4624   -1.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9774   -2.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570   -2.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779   -1.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9621   -1.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6766   -1.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459   -2.9486    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781    0.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858    0.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423    1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500    1.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    2.3650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9626    2.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5715    2.9486    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
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287997

   ---

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: 335.28

Molecular Weight (Monoisotopic): 334.1004

AlogP: 5.44

#Rotatable Bonds: 5

Polar Surface Area: 8.17

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 5.12

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: -1.06

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