(2R,3S)-3-((dimethylamino)methyl)-1-phenylbicyclo[2.2.1]heptan-2-ol

ID: ALA4204908

PubChem CID: 145975124

Max Phase: Preclinical

Molecular Formula: C16H23NO

Molecular Weight: 245.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C[C@@H]1C2CCC(c3ccccc3)(C2)[C@@H]1O

Standard InChI:  InChI=1S/C16H23NO/c1-17(2)11-14-12-8-9-16(10-12,15(14)18)13-6-4-3-5-7-13/h3-7,12,14-15,18H,8-11H2,1-2H3/t12?,14-,15-,16?/m1/s1

Standard InChI Key:  HGNFUCJMHJYHIN-OYPFRJMLSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   24.0195   -5.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8279   -5.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6139   -7.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2258   -7.8805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4370   -7.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6204   -6.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2469   -7.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4413   -5.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3513   -6.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8217   -7.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2498   -5.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6585   -6.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8032   -7.8720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0195   -7.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2312   -6.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3935   -8.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3980   -7.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0377   -6.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 15  1  0
 13 16  1  0
 10  4  1  6
 18  5  2  0
  9 15  1  0
 14 10  1  0
  6  1  1  0
 14  3  1  6
  7 12  2  0
  2  1  1  0
  3 13  1  0
  6  9  1  0
 15 18  1  0
  6 14  1  0
 13 17  1  0
 11  8  2  0
 12 11  1  0
  8 18  1  0
 15  2  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4204908

   ---

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: 245.37

Molecular Weight (Monoisotopic): 245.1780

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.44

CX LogP: 2.21

CX LogD: 0.18

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.88

Np Likeness Score: 1.01

References

1. Upadhyay AK, Judge RA, Li L, Pithawalla R, Simanis J, Bodelle PM, Marin VL, Henry RF, Petros AM, Sun C..  (2018)  Targeting lysine specific demethylase 4A (KDM4A) tandem TUDOR domain - A fragment based approach.,  28  (10): [PMID:29691138] [10.1016/j.bmcl.2018.04.050]

Source

Source(1):

• Scientific Literature