6-Imidazol-1-yl-hexanoic acid hydrochloride

ID: ALA554597

Cas Number: 68887-66-1

PubChem CID: 12803314

Max Phase: Preclinical

Molecular Formula: C9H15ClN2O2

Molecular Weight: 182.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)CCCCCn1ccnc1

Standard InChI:  InChI=1S/C9H14N2O2.ClH/c12-9(13)4-2-1-3-6-11-7-5-10-8-11;/h5,7-8H,1-4,6H2,(H,12,13);1H

Standard InChI Key:  NRMPUDJDEIKDBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
    5.1799    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9406    0.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6349   -0.0715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3885   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281    0.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520   -0.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    0.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -0.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    0.7535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9204   -0.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9375   -0.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059   -0.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -0.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086   -0.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  0
  3  4  1  0
  2  5  1  0
  3  7  1  0
  5  7  2  0
  6  8  2  0
  6  9  1  0
  3 10  1  0
  6 11  1  0
 10 12  1  0
 11 13  1  0
 12 14  1  0
 13 14  1  0
M  END

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: 182.22

Molecular Weight (Monoisotopic): 182.1055

AlogP: 1.53

#Rotatable Bonds: 6

Polar Surface Area: 55.12

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.38

CX Basic pKa: 6.54

CX LogP: 0.21

CX LogD: -0.74

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.68

Np Likeness Score: -0.86

References

1. Tanouchi T, Kawamura M, Ohyama I, Kajiwara I, Iguchi Y, Okada T, Miyamoto T, Taniguchi K, Hayashi M, Iizuka K, Nakazawa M..  (1981)  Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives.,  24  (10): [PMID:7199089] [10.1021/jm00142a006]

2. Hack S, Wörlein B, Höfner G, Pabel J, Wanner KT..  (2011)  Development of imidazole alkanoic acids as mGAT3 selective GABA uptake inhibitors.,  46  (5): [PMID:21353350] [10.1016/j.ejmech.2011.01.042]

Source

Source(1):

• Scientific Literature