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

ID: ALA4465893

PubChem CID: 155531844

Max Phase: Preclinical

Molecular Formula: C20H26N2O

Molecular Weight: 310.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(CC)NCC(O)Cn1c2ccccc2c2ccccc21

Standard InChI:  InChI=1S/C20H26N2O/c1-3-15(4-2)21-13-16(23)14-22-19-11-7-5-9-17(19)18-10-6-8-12-20(18)22/h5-12,15-16,21,23H,3-4,13-14H2,1-2H3

Standard InChI Key:  KOHKSZSOUIGMGP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   14.0640  -10.9052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0018  -11.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2607  -12.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5858  -11.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6480  -10.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9732  -10.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2320  -10.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3891  -10.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4513   -9.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6995  -12.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6814  -12.9662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0047  -13.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2427  -14.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6766  -14.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8808  -14.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6428  -13.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2089  -13.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0595  -14.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3306  -13.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1391  -13.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6723  -13.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4012  -14.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5927  -14.8607    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  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 12 17  1  0
 13 18  1  0
 18 19  2  0
 11 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465893

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 310.44

Molecular Weight (Monoisotopic): 310.2045

AlogP: 3.93

#Rotatable Bonds: 7

Polar Surface Area: 37.19

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.24

CX LogP: 4.14

CX LogD: 1.44

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -0.41

References

1. Wang T, Mäser P, Picard D..  (2016)  Inhibition of Plasmodium falciparum Hsp90 Contributes to the Antimalarial Activities of Aminoalcohol-carbazoles.,  59  (13): [PMID:27312008] [10.1021/acs.jmedchem.6b00591]

Source

Source(1):

• Scientific Literature