(2R)-2-Amino-1-(4-benzylpiperidin-1-yl)-3-hydroxypropan-1-one

ID: ALA4765058

PubChem CID: 162661606

Max Phase: Preclinical

Molecular Formula: C15H22N2O2

Molecular Weight: 262.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@H](CO)C(=O)N1CCC(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C15H22N2O2/c16-14(11-18)15(19)17-8-6-13(7-9-17)10-12-4-2-1-3-5-12/h1-5,13-14,18H,6-11,16H2/t14-/m1/s1

Standard InChI Key:  VVWRZEHLCBVZES-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.7402  -10.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4472  -10.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1556  -10.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4459   -9.1868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8626  -10.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1569  -11.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8652  -11.6362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0338  -10.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288  -10.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3259  -11.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0341  -11.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7452  -11.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6173  -11.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9105  -11.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9146  -10.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087   -9.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4991  -10.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999  -11.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064  -11.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  6
  3  6  1  0
  6  7  1  0
  1  8  1  0
  1 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765058

   ---

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: 262.35

Molecular Weight (Monoisotopic): 262.1681

AlogP: 0.79

#Rotatable Bonds: 4

Polar Surface Area: 66.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.84

CX LogP: 0.73

CX LogD: 0.16

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -0.26

References

1. Yamada Y,Takashima H,Walmsley DL,Ushiyama F,Matsuda Y,Kanazawa H,Yamaguchi-Sasaki T,Tanaka-Yamamoto N,Yamagishi J,Kurimoto-Tsuruta R,Ogata Y,Ohtake N,Angove H,Baker L,Harris R,Macias A,Robertson A,Surgenor A,Watanabe H,Nakano K,Mima M,Iwamoto K,Okada A,Takata I,Hitaka K,Tanaka A,Fujita K,Sugiyama H,Hubbard RE.  (2020)  Fragment-Based Discovery of Novel Non-Hydroxamate LpxC Inhibitors with Antibacterial Activity.,  63  (23): [PMID:33210531] [10.1021/acs.jmedchem.0c01215]

Source

Source(1):

• Scientific Literature