methyl N-(6-[sphingosyl-N-carbonyl]hexyl)carbamate

ID: ALA3633584

PubChem CID: 122195380

Max Phase: Preclinical

Molecular Formula: C27H52N2O5

Molecular Weight: 484.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCNC(=O)OC

Standard InChI:  InChI=1S/C27H52N2O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-17-20-25(31)24(23-30)29-26(32)21-18-15-16-19-22-28-27(33)34-2/h17,20,24-25,30-31H,3-16,18-19,21-23H2,1-2H3,(H,28,33)(H,29,32)/b20-17+/t24-,25+/m0/s1

Standard InChI Key:  KZWZVABQJBBMNV-PNIUMYDHSA-N

Molfile:  

     RDKit          2D

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    2.6000   -1.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   24.6998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1998    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.0997    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1392    0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 25 26  1  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3633584

   ---

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: 484.72

Molecular Weight (Monoisotopic): 484.3876

AlogP: 5.39

#Rotatable Bonds: 23

Polar Surface Area: 107.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.42

CX Basic pKa: ┄

CX LogP: 5.76

CX LogD: 5.76

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.11

Np Likeness Score: 0.77

References

1. Schäberle TF, Schmitz A, Zocher G, Schiefer A, Kehraus S, Neu E, Roth M, Vassylyev DG, Stehle T, Bierbaum G, Hoerauf A, Pfarr K, König GM..  (2015)  Insights into Structure-Activity Relationships of Bacterial RNA Polymerase Inhibiting Corallopyronin Derivatives.,  78  (10): [PMID:26431157] [10.1021/acs.jnatprod.5b00175]

Source

Source(1):

• Scientific Literature