3-((9H-carbazol-4-yl)oxy)-N-([1,1'-biphenyl]-4-ylmethyl)propan-1-amine

ID: ALA4649826

PubChem CID: 156021860

Max Phase: Preclinical

Molecular Formula: C28H26N2O

Molecular Weight: 406.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(-c2ccc(CNCCCOc3cccc4[nH]c5ccccc5c34)cc2)cc1

Standard InChI:  InChI=1S/C28H26N2O/c1-2-8-22(9-3-1)23-16-14-21(15-17-23)20-29-18-7-19-31-27-13-6-12-26-28(27)24-10-4-5-11-25(24)30-26/h1-6,8-17,29-30H,7,18-20H2

Standard InChI Key:  URSSTNZHJLMPTL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   16.2564  -28.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2564  -27.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1262  -27.6649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6871  -27.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9697  -27.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4087  -27.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9738  -29.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9738  -28.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2606  -30.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5428  -29.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5473  -28.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7562  -29.9878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2772  -29.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7652  -28.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4380  -27.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6189  -27.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1280  -28.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4621  -29.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8312  -27.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5524  -27.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5619  -28.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2822  -28.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9924  -28.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9778  -27.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2570  -27.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7119  -28.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7236  -29.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4444  -30.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1541  -29.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1383  -28.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4170  -28.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2  1  1  0
  3  6  1  0
  4  5  1  0
  5  2  1  0
  6  4  1  0
  7  9  2  0
  8  1  2  0
  9 10  1  0
  8  7  1  0
 10 11  2  0
 11 14  1  0
 13 12  1  0
 12 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649826

   ---

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: 406.53

Molecular Weight (Monoisotopic): 406.2045

AlogP: 6.55

#Rotatable Bonds: 8

Polar Surface Area: 37.05

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.17

CX LogP: 6.00

CX LogD: 4.23

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -0.32

References

1. Chang Q, Long J, Hu L, Chen Z, Li Q, Hu G..  (2020)  Drug repurposing and rediscovery: Design, synthesis and preliminary biological evaluation of 1-arylamino-3-aryloxypropan-2-ols as anti-melanoma agents.,  28  (9): [PMID:32216987] [10.1016/j.bmc.2020.115404]

Source

Source(1):

• Scientific Literature