6-((1R,2S,4S)-Bicyclo[2.2.1]heptan-2-yl)-1-hydroxy-4-methylpyridin-2(1H)-one

ID: ALA4535908

PubChem CID: 155547964

Max Phase: Preclinical

Molecular Formula: C13H17NO2

Molecular Weight: 219.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc([C@H]2C[C@H]3CC[C@@H]2C3)n(O)c(=O)c1

Standard InChI:  InChI=1S/C13H17NO2/c1-8-4-12(14(16)13(15)5-8)11-7-9-2-3-10(11)6-9/h4-5,9-11,16H,2-3,6-7H2,1H3/t9-,10+,11-/m0/s1

Standard InChI Key:  WBXDEEFCGDIKFC-AXFHLTTASA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   34.5172   -3.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5172   -4.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2321   -4.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9470   -4.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9470   -3.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2321   -3.2775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6623   -3.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7986   -3.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2321   -2.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2321   -5.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3732   -3.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0863   -3.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0943   -2.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3828   -2.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6634   -2.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4868   -2.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0769   -1.8758    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   38.4934   -4.0094    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  7  5  1  6
  1  8  2  0
  6  9  1  0
  3 10  1  0
  7 11  1  0
  7 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12 16  1  0
 15 17  1  1
 12 18  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4535908

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 219.28

Molecular Weight (Monoisotopic): 219.1259

AlogP: 2.30

#Rotatable Bonds: 1

Polar Surface Area: 42.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.84

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: 1.22

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.74

Np Likeness Score: 0.56

References

1. Hu L, Feng H, Zhang H, Yu S, Zhao Q, Wang W, Bao F, Ding X, Hu J, Wang M, Xu Y, Wu Z, Li X, Tang Y, Mao F, Chen X, Zhang H, Li J..  (2020)  Development of Novel N-hydroxypyridone Derivatives as Potential Anti-Ischemic Stroke Agents.,  63  (3): [PMID:31910018] [10.1021/acs.jmedchem.9b01338]

Source

Source(1):

• Scientific Literature