Decanoic acid ((1R,2R)-2-hydroxy-1-morpholin-4-ylmethyl-2-phenyl-ethyl)-amide

ID: ALA416418

Chembl Id: CHEMBL416418

PubChem CID: 6610216

Max Phase: Preclinical

Molecular Formula: C23H38N2O3

Molecular Weight: 390.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(=O)N[C@H](CN1CCOCC1)[C@H](O)c1ccccc1

Standard InChI:  InChI=1S/C23H38N2O3/c1-2-3-4-5-6-7-11-14-22(26)24-21(19-25-15-17-28-18-16-25)23(27)20-12-9-8-10-13-20/h8-10,12-13,21,23,27H,2-7,11,14-19H2,1H3,(H,24,26)/t21-,23-/m1/s1

Standard InChI Key:  UYNCFCUHRNOSCN-FYYLOGMGSA-N

Alternative Forms

1. Parent:

   

   ALA416418

   N-[(1R,2R)-1-hydroxy-3-(4-morpholinyl)-1-phenylpropan-2-yl]decanamide

2. Alternative Forms:

   

   ALA416418

   D-threo-PDMP

Molecule Features

Natural Product: Yes

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: 390.57

Molecular Weight (Monoisotopic): 390.2882

AlogP: 3.68

#Rotatable Bonds: 13

Polar Surface Area: 61.80

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.65

CX Basic pKa: 6.05

CX LogP: 3.96

CX LogD: 3.94

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -0.36

References

1. Slavish JP, Friel DK, Oland LA, Polt R..  (2004)  New PDMP analogues inhibit process outgrowth in an insect cell line.,  14  (6): [PMID:15006387] [10.1016/j.bmcl.2004.01.013]

2. Ogawa S, Mito T, Taiji E, Jimbo M, Yamagishi K, Inokuchi J.  (1997)  Synthesis and biological evaluation of four stereoisomers of PDMP-analogue, N-(2-decylamino-3-hydroxy-3-phenylprop-1-yl)--valienamine, and related compounds,  7  (14): [10.1016/S0960-894X(97)00341-7]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. Tedaldi L, Wagner GK.  (2014)  Beyond substrate analogues: new inhibitor chemotypes for glycosyltransferases,  5  (8): [10.1039/C4MD00086B]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays