N-(((1R,2S))-1,3-dihydroxy-1-(4-nitrophenyl)-propan-2-yl)tetradecanamide

ID: ALA4752648

Chembl Id: CHEMBL4752648

PubChem CID: 57587074

Max Phase: Preclinical

Molecular Formula: C23H38N2O5

Molecular Weight: 422.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C23H38N2O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-22(27)24-21(18-26)23(28)19-14-16-20(17-15-19)25(29)30/h14-17,21,23,26,28H,2-13,18H2,1H3,(H,24,27)/t21-,23+/m0/s1

Standard InChI Key:  XUSDVLHKNBOGJY-JTHBVZDNSA-N

Alternative Forms

1. Parent:

   

   ALA4752648

   N-[(1R,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]tetradecanamide

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: 422.57

Molecular Weight (Monoisotopic): 422.2781

AlogP: 4.81

#Rotatable Bonds: 17

Polar Surface Area: 112.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.88

CX Basic pKa: ┄

CX LogP: 5.19

CX LogD: 5.19

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.19

Np Likeness Score: -0.12

References

1. Bai A,Bielawski J,Bielawska A,Hannun YA.  (2021)  Synthesis of erythro- B13 enantiomers and stereospecific action of full set of B13-isomers in MCF7 breast carcinoma cells: Cellular metabolism and effects on sphingolipids.,  32  [PMID:33461145] [10.1016/j.bmc.2021.116011]

2. Kumari S,Carmona AV,Tiwari AK,Trippier PC.  (2020)  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.,  63  (21.0): [PMID:32686940] [10.1021/acs.jmedchem.0c00530]

Source

Source(1):

• Scientific Literature