Octadec-9-enoic acid 2-[12-(4-azido-2,3,5,6-tetrafluoro-benzoylamino)-dodecanoyloxy]-3-phosphonooxy-propyl ester

ID: ALA1160096

Chembl Id: CHEMBL1160096

PubChem CID: 10440595

Max Phase: Preclinical

Molecular Formula: C40H63F4N4O9P

Molecular Weight: 850.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC/C=C/CCCCCCCC(=O)OCC(COP(=O)(O)O)OC(=O)CCCCCCCCCCCNC(=O)c1c(F)c(F)c(N=[N+]=[N-])c(F)c1F

Standard InChI:  InChI=1S/C40H63F4N4O9P/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-20-23-26-32(49)55-29-31(30-56-58(52,53)54)57-33(50)27-24-21-18-15-13-16-19-22-25-28-46-40(51)34-35(41)37(43)39(47-48-45)38(44)36(34)42/h9-10,31H,2-8,11-30H2,1H3,(H,46,51)(H2,52,53,54)/b10-9+

Standard InChI Key:  MISLKSDRMHVGDY-MDZDMXLPSA-N

Alternative Forms

1. Parent:

   

   ALA1160096

   [2-[12-[(4-azido-2,3,5,6-tetrafluorobenzoyl)amino]dodecanoyloxy]-3-phosphonooxypropyl] (E)-octadec-9-enoate

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: 850.93

Molecular Weight (Monoisotopic): 850.4269

AlogP: 11.42

#Rotatable Bonds: 35

Polar Surface Area: 197.22

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.32

CX Basic pKa: ┄

CX LogP: 11.75

CX LogD: 8.19

Aromatic Rings: 1

Heavy Atoms: 58

QED Weighted: 0.01

Np Likeness Score: 0.31

References

1. Picq M, Huang Y, Lagarde M, Doutheau A, Nemoz G..  (2002)  Synthesis of photoreactive phosphatidic acid analogues displaying activatory properties on cyclic AMP-phosphodiesterases. Photoaffinity labeling of an isoform of phosphodiesterase.,  45  (8): [PMID:11931622] [10.1021/jm011032f]

Source

Source(1):

• Scientific Literature