[1-[3-(4-Chlorophenyl)propyl]imidazol-2-yl]methanol

ID: ALA4763800

PubChem CID: 135387401

Max Phase: Preclinical

Molecular Formula: C13H15ClN2O

Molecular Weight: 250.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCc1nccn1CCCc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C13H15ClN2O/c14-12-5-3-11(4-6-12)2-1-8-16-9-7-15-13(16)10-17/h3-7,9,17H,1-2,8,10H2

Standard InChI Key:  XBCFOXHJPICBPC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.9875  -24.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936  -24.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029  -24.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1090  -24.4864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8577  -24.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4022  -24.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9909  -23.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1923  -23.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782  -24.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2791  -23.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707  -23.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636  -23.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693  -24.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5783  -24.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538  -23.2812    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5830  -23.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7501  -22.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  1  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
  8 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763800

   ---

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: 250.73

Molecular Weight (Monoisotopic): 250.0873

AlogP: 2.66

#Rotatable Bonds: 5

Polar Surface Area: 38.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: 5.51

CX LogP: 2.45

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.89

Np Likeness Score: -1.29

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