1-(3,6-dichloro-9H-carbazol-9-yl)-3-(1H-imidazol-1-yl)propan-2-ol

ID: ALA5282411

Max Phase: Preclinical

Molecular Formula: C18H15Cl2N3O

Molecular Weight: 360.24

Names and Identifiers

Canonical SMILES:  OC(Cn1ccnc1)Cn1c2ccc(Cl)cc2c2cc(Cl)ccc21

Standard InChI:  InChI=1S/C18H15Cl2N3O/c19-12-1-3-17-15(7-12)16-8-13(20)2-4-18(16)23(17)10-14(24)9-22-6-5-21-11-22/h1-8,11,14,24H,9-10H2

Standard InChI Key:  BKMVULRFIQMMNO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.1140   -1.3507    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5423   -1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5423   -0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279    0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3293    0.0591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -0.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3111   -1.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8261   -2.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -2.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3293   -1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   -1.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -2.7182    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0731    0.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7345    1.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    1.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    1.9681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1249    2.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451    2.6293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1140    1.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3981    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753    0.5217    0.0000 O   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  2  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 17 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282411

   ---

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: 360.24

Molecular Weight (Monoisotopic): 359.0592

AlogP: 4.36

#Rotatable Bonds: 4

Polar Surface Area: 42.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.48

CX LogP: 3.80

CX LogD: 3.76

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.14

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