N-[3-(4-Biphenyl)propyl]phosphonoacetamide

ID: ALA497815

PubChem CID: 44185317

Max Phase: Preclinical

Molecular Formula: C17H20NO4P

Molecular Weight: 333.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CP(=O)(O)O)NCCCc1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C17H20NO4P/c19-17(13-23(20,21)22)18-12-4-5-14-8-10-16(11-9-14)15-6-2-1-3-7-15/h1-3,6-11H,4-5,12-13H2,(H,18,19)(H2,20,21,22)

Standard InChI Key:  RQYBXGWKARSING-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -3.5660  -20.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646  -21.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8489  -21.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355  -21.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1423  -20.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585  -20.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313  -20.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134  -20.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024  -20.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156  -20.7011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265  -20.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1445  -20.6889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4195  -19.4575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8554  -20.2703    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613  -19.8508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2754  -20.9805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387  -19.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2749  -21.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910  -21.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7037  -21.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7015  -22.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807  -23.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2709  -22.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
 11 12  1  0
  1  2  2  0
 11 13  2  0
  5  7  1  0
 12 14  1  0
  3  4  2  0
 14 15  1  0
  7  8  1  0
 14 16  1  0
 14 17  2  0
  8  9  1  0
  4  5  1  0
 18 19  2  0
  9 10  1  0
 19 20  1  0
  2  3  1  0
 20 21  2  0
 10 11  1  0
 21 22  1  0
  5  6  2  0
 22 23  2  0
 23 18  1  0
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA497815

   N-[3-(4-Biphenyl)propyl]phosphonoacetamide

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: 333.32

Molecular Weight (Monoisotopic): 333.1130

AlogP: 2.58

#Rotatable Bonds: 7

Polar Surface Area: 86.63

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.66

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: -0.46

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: -0.35

References

1. Song Y, Liu CI, Lin FY, No JH, Hensler M, Liu YL, Jeng WY, Low J, Liu GY, Nizet V, Wang AH, Oldfield E..  (2009)  Inhibition of staphyloxanthin virulence factor biosynthesis in Staphylococcus aureus: in vitro, in vivo, and crystallographic results.,  52  (13): [PMID:19456099] [10.1021/jm9001764]

Source

Source(1):

• Scientific Literature