(E)-2-((1-Benzylpiperidin-4-ylimino)methyl)-4-fluorophenol

ID: ALA1241535

PubChem CID: 135908092

Max Phase: Preclinical

Molecular Formula: C19H21FN2O

Molecular Weight: 312.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(F)cc1/C=N/C1CCN(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C19H21FN2O/c20-17-6-7-19(23)16(12-17)13-21-18-8-10-22(11-9-18)14-15-4-2-1-3-5-15/h1-7,12-13,18,23H,8-11,14H2/b21-13+

Standard InChI Key:  PELFZLSDFXNLDP-FYJGNVAPSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.6986   -6.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6974   -7.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4122   -8.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287   -7.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1258   -6.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104   -6.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840   -6.5710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8387   -6.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5547   -6.9743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8438   -8.2216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2677   -6.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9823   -6.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6931   -6.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6942   -5.7346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9783   -5.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2613   -5.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4087   -5.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1231   -5.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1180   -6.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8317   -6.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5471   -6.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5445   -5.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8303   -5.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  1  7  1  0
  3  4  2  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  5  8  1  0
 14 17  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  4 10  1  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
  9 11  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1241535

   ---

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: 312.39

Molecular Weight (Monoisotopic): 312.1638

AlogP: 3.61

#Rotatable Bonds: 4

Polar Surface Area: 35.83

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.37

CX Basic pKa: 8.98

CX LogP: 2.83

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: -1.18

References

1. Shi L, Fang RQ, Zhu ZW, Yang Y, Cheng K, Zhong WQ, Zhu HL..  (2010)  Design and synthesis of potent inhibitors of beta-ketoacyl-acyl carrier protein synthase III (FabH) as potential antibacterial agents.,  45  (9): [PMID:20557983] [10.1016/j.ejmech.2010.05.033]

Source

Source(1):

• Scientific Literature