2-(2-chloro-4-nitrophenoxy)-5-propylphenol

ID: ALA1243084

Chembl Id: CHEMBL1243084

PubChem CID: 25023339

Max Phase: Preclinical

Molecular Formula: C15H14ClNO4

Molecular Weight: 307.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1ccc(Oc2ccc([N+](=O)[O-])cc2Cl)c(O)c1

Standard InChI:  InChI=1S/C15H14ClNO4/c1-2-3-10-4-6-15(13(18)8-10)21-14-7-5-11(17(19)20)9-12(14)16/h4-9,18H,2-3H2,1H3

Standard InChI Key:  FQTHVFMLHOSDQC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1243084

   5-Propyl-2-(2-chloro-4-nitrophenoxy)phenol

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: 307.73

Molecular Weight (Monoisotopic): 307.0611

AlogP: 4.70

#Rotatable Bonds: 5

Polar Surface Area: 72.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.51

CX Basic pKa:

CX LogP: 5.12

CX LogD: 5.08

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.58

References

1. Tipparaju SK, Muench SP, Mui EJ, Ruzheinikov SN, Lu JZ, Hutson SL, Kirisits MJ, Prigge ST, Roberts CW, Henriquez FL, Kozikowski AP, Rice DW, McLeod RL..  (2010)  Identification and development of novel inhibitors of Toxoplasma gondii enoyl reductase.,  53  (17): [PMID:20698542] [10.1021/jm9017724]

2. Rana P, Ghouse SM, Akunuri R, Madhavi YV, Chopra S, Nanduri S..  (2020)  FabI (enoyl acyl carrier protein reductase) - A potential broad spectrum therapeutic target and its inhibitors.,  208  [PMID:32883635] [10.1016/j.ejmech.2020.112757]

3. Wu RZ, Zhou HY, Song JF, Xia QH, Hu W, Mou XD, Li X..  (2021)  Chemotherapeutics for Toxoplasma gondii: Molecular Biotargets, Binding Modes, and Structure-Activity Relationship Investigations.,  64  (24.0): [PMID:34894691] [10.1021/acs.jmedchem.1c01569]

Source

Source(1):

• Scientific Literature