SID161005196

ID: ALA3183498

PubChem CID: 70790007

Max Phase: Preclinical

Molecular Formula: C22H28ClNO3

Molecular Weight: 389.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(CNC2CCCC2)cc(Cl)c1OCc1ccc(OC)cc1

Standard InChI:  InChI=1S/C22H28ClNO3/c1-3-26-21-13-17(14-24-18-6-4-5-7-18)12-20(23)22(21)27-15-16-8-10-19(25-2)11-9-16/h8-13,18,24H,3-7,14-15H2,1-2H3

Standard InChI Key:  RNFKFCUIXFKGRA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    0.0265   -3.7184    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5240   -1.1247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    1.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2668   -2.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2135    0.1700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0293   -1.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209    0.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -2.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9711   -1.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209    0.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209   -2.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4661   -1.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714   -2.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7664   -2.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7084    0.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5164   -3.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5164   -1.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -2.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209    2.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0166   -3.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0166   -1.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5902   -1.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5902    1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0167    0.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0167   -0.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    4.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0167   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  2  6  1  0
  2 13  1  0
  3  7  1  0
  3 19  1  0
  4 18  1  0
  4 27  1  0
  5 12  1  0
  5 15  1  0
  6  7  2  0
  6  8  1  0
  7 10  1  0
  8 11  2  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 13 14  1  0
 14 16  2  0
 14 17  1  0
 15 22  1  0
 15 23  1  0
 16 20  1  0
 17 21  2  0
 18 20  2  0
 18 21  1  0
 19 26  1  0
 22 25  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3183498

   N-[[3-chloro-5-ethoxy-4-[(4-methoxyphenyl)methoxy]phenyl]methyl]cyclopentanamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.92

Molecular Weight (Monoisotopic): 389.1758

AlogP: 5.36

#Rotatable Bonds: 9

Polar Surface Area: 39.72

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.35

CX LogP: 5.10

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -0.77

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays