(1S,2S,3S,6R)-6-(cyclohexylmethylamino)cyclohex-4-ene-1,2,3-triol hydrochloride

ID: ALA3735278

PubChem CID: 127034626

Max Phase: Preclinical

Molecular Formula: C13H24ClNO3

Molecular Weight: 241.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O[C@@H]1[C@@H](O)[C@H](NCC2CCCCC2)C=C[C@@H]1O

Standard InChI:  InChI=1S/C13H23NO3.ClH/c15-11-7-6-10(12(16)13(11)17)14-8-9-4-2-1-3-5-9;/h6-7,9-17H,1-5,8H2;1H/t10-,11+,12+,13+;/m1./s1

Standard InChI Key:  YNRVCXNAWLSVJE-VHICAWHZSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    5.1060    2.6248    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070    5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6060    6.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6060    7.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070    8.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0079    7.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0079    6.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  1  0
  4  3  1  0
  5  2  2  0
  6  2  1  0
  7  5  1  0
  3  8  1  6
  7  9  1  6
  4 10  1  1
  6 11  1  6
  7  4  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  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: 241.33

Molecular Weight (Monoisotopic): 241.1678

AlogP: 0.18

#Rotatable Bonds: 3

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.89

CX Basic pKa: 8.94

CX LogP: 0.45

CX LogD: -1.10

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.53

Np Likeness Score: 1.14

References

1. Kuno S, Higaki K, Takahashi A, Nanba E, Ogawa S.  (2015)  Potent chemical chaperone compounds for GM1-gangliosidosis: N-substituted (+)-conduramine F-4 derivatives,  6  (2): [10.1039/C4MD00270A]

Source

Source(1):

• Scientific Literature