SID49722829

ID: ALA2137967

PubChem CID: 22552804

Max Phase: Preclinical

Molecular Formula: C20H31N3O5S

Molecular Weight: 425.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(CNC(=O)C2CCCN(S(=O)(=O)N3CCOCC3)C2)cc1

Standard InChI:  InChI=1S/C20H31N3O5S/c1-16(2)28-19-7-5-17(6-8-19)14-21-20(24)18-4-3-9-23(15-18)29(25,26)22-10-12-27-13-11-22/h5-8,16,18H,3-4,9-15H2,1-2H3,(H,21,24)

Standard InChI Key:  BIXIPWGTOOBSRF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -4.2818   -1.6579    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7090   -1.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7115   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4205   -2.9044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613    1.4813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4285   -0.8267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2847   -0.8325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9950   -2.0736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1444    0.4100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5716   -0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5744    0.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005   -0.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9916   -2.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7111   -1.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    0.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    0.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034    0.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7044   -3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4239   -2.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4302    0.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -1.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9982   -1.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  7  1  0
  1  8  1  0
  4 18  1  0
  4 19  1  0
  5 15  2  0
  6 22  1  0
  6 27  1  0
  7 10  1  0
  7 12  1  0
  8 13  1  0
  8 14  1  0
  9 15  1  0
  9 21  1  0
 10 11  1  0
 11 15  1  0
 11 16  1  0
 12 17  1  0
 13 18  1  0
 14 19  1  0
 16 17  1  0
 20 21  1  0
 20 23  2  0
 20 24  1  0
 22 25  2  0
 22 26  1  0
 23 25  1  0
 24 26  2  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2137967

   1-(Morpholine-4-sulfonyl)-N-{[4-(propan-2-yloxy)phenyl]methyl}piperidine-3-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: 425.55

Molecular Weight (Monoisotopic): 425.1984

AlogP: 1.38

#Rotatable Bonds: 7

Polar Surface Area: 88.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.67

CX LogD: 0.67

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -1.84

References

1. PubChem BioAssay data set, 

2. Liu Q,Miao Y,Wang X,Lv G,Peng Y,Li K,Li M,Qiu L,Lin J.  (2020)  Structure-based virtual screening and biological evaluation of novel non-bisphosphonate farnesyl pyrophosphate synthase inhibitors.,  186  [PMID:31785819] [10.1016/j.ejmech.2019.111905]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays