SID24841587

ID: ALA1470884

PubChem CID: 16197076

Max Phase: Preclinical

Molecular Formula: C23H26BrNO4

Molecular Weight: 460.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCO[C@@H]1OC(C(=O)Nc2ccccc2)=C[C@H](c2ccc(Br)cc2)[C@H]1CCCO

Standard InChI:  InChI=1S/C23H26BrNO4/c1-2-28-23-19(9-6-14-26)20(16-10-12-17(24)13-11-16)15-21(29-23)22(27)25-18-7-4-3-5-8-18/h3-5,7-8,10-13,15,19-20,23,26H,2,6,9,14H2,1H3,(H,25,27)/t19-,20-,23-/m1/s1

Standard InChI Key:  BFJMLSQDUXDYEI-TXTKFYIRSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  1  0  0  0  0  0999 V2000
   -3.8205   -2.1415    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    0.3335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -0.9040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    1.9835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -2.1415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626    1.9835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626   -0.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -0.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -0.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481    0.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771   -0.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626    0.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481    1.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -1.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771   -1.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3915   -0.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3915   -2.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -0.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -1.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626    2.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -2.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -0.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771    3.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481    3.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771    4.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481    4.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6097   -0.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626    4.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0
  2  9  1  0
  2 10  1  0
  9  3  1  1
  3 22  1  0
  4 13  2  0
  5 25  1  0
  6 13  1  0
  6 20  1  0
  7  8  1  0
  7 11  1  1
  7 12  1  0
  8  9  1  0
  8 14  1  6
 10 12  2  0
 10 13  1  0
 11 15  2  0
 11 16  1  0
 14 21  1  0
 15 17  1  0
 16 18  2  0
 17 19  2  0
 18 19  1  0
 20 23  2  0
 20 24  1  0
 21 25  1  0
 22 28  1  0
 23 26  1  0
 24 27  2  0
 26 29  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1470884

   (2R,3R,4S)-4-(4-bromophenyl)-2-ethoxy-3-(3-oxidanylpropyl)-N-phenyl-3,4-dihydro-2H-pyran-6-carboxamide

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: 460.37

Molecular Weight (Monoisotopic): 459.1045

AlogP: 4.84

#Rotatable Bonds: 8

Polar Surface Area: 67.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: 0.09

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays