3-(2-hydroxynicotinamido)phenyl ethyl(methyl)carbamate

ID: ALA4474289

PubChem CID: 155536974

Max Phase: Preclinical

Molecular Formula: C16H17N3O4

Molecular Weight: 315.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(C)C(=O)Oc1cccc(NC(=O)c2cccnc2O)c1

Standard InChI:  InChI=1S/C16H17N3O4/c1-3-19(2)16(22)23-12-7-4-6-11(10-12)18-15(21)13-8-5-9-17-14(13)20/h4-10H,3H2,1-2H3,(H,17,20)(H,18,21)

Standard InChI Key:  UBUZMHINYCRSKO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    4.9389   -3.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9377   -4.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6458   -4.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -4.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3526   -3.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6440   -2.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2311   -2.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5235   -3.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8157   -2.9060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5237   -4.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8155   -2.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080   -3.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002   -2.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0588   -2.8993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7680   -3.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4742   -2.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7711   -4.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1818   -3.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8875   -2.8927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8849   -2.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1707   -1.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4679   -2.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1829   -4.1204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474289

   ---

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: 315.33

Molecular Weight (Monoisotopic): 315.1219

AlogP: 2.49

#Rotatable Bonds: 4

Polar Surface Area: 91.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.77

CX Basic pKa: 2.06

CX LogP: 2.22

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.90

Np Likeness Score: -1.59

References

1. Sestito S, Wang S, Chen Q, Lu J, Bertini S, Pomelli C, Chiellini G, He X, Pi R, Rapposelli S..  (2019)  Multi-targeted ChEI-copper chelating molecules as neuroprotective agents.,  174  [PMID:31042617] [10.1016/j.ejmech.2019.04.060]

Source

Source(1):

• Scientific Literature