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

ID: ALA3736427

PubChem CID: 127034630

Max Phase: Preclinical

Molecular Formula: C11H22ClNO3

Molecular Weight: 215.29

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H21NO3.ClH/c1-7(2)5-6-12-8-3-4-9(13)11(15)10(8)14;/h3-4,7-15H,5-6H2,1-2H3;1H/t8-,9+,10+,11+;/m1./s1

Standard InChI Key:  BZZVLNBBJLONDI-NORLLQMESA-N

Molfile:  

     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
    6.4062    2.2494    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
    2.6078    5.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6102    7.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460    5.3970    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
 14 15  1  0
 14 16  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: 215.29

Molecular Weight (Monoisotopic): 215.1521

AlogP: -0.36

#Rotatable Bonds: 4

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: 8.77

CX LogP: -0.06

CX LogD: -1.44

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.48

Np Likeness Score: 1.48

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