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

ID: ALA5270653

Max Phase: Preclinical

Molecular Formula: C20H25NO2

Molecular Weight: 311.43

Names and Identifiers

Canonical SMILES:  CC(C)CCOCC(O)Cn1c2ccccc2c2ccccc21

Standard InChI:  InChI=1S/C20H25NO2/c1-15(2)11-12-23-14-16(22)13-21-19-9-5-3-7-17(19)18-8-4-6-10-20(18)21/h3-10,15-16,22H,11-14H2,1-2H3

Standard InChI Key:  XCQSEATZXKQYEI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    0.9195   -1.5721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226   -1.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909   -0.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4925    0.0215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8878   -0.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1012    0.4486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6093    1.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1953    1.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212    1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514    2.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499    2.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0800    1.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840    1.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957    1.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    1.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    0.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5939    0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840    0.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330   -2.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299   -2.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5132   -1.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3101   -2.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2997   -1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  1  0
  5  3  1  0
  6  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12 11  1  0
 12  7  2  0
 13 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
 18  6  1  0
  1 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5270653

   ---

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: 311.43

Molecular Weight (Monoisotopic): 311.1885

AlogP: 4.22

#Rotatable Bonds: 7

Polar Surface Area: 34.39

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -0.45

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