(E)-((5-hydroxy-4-methylpent-3-enyl)(naphthalen-1-yloxy)phosphoryloxy)methyl pivalate

ID: ALA4553869

PubChem CID: 155555389

Max Phase: Preclinical

Molecular Formula: C22H29O6P

Molecular Weight: 420.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=C\CCP(=O)(OCOC(=O)C(C)(C)C)Oc1cccc2ccccc12)CO

Standard InChI:  InChI=1S/C22H29O6P/c1-17(15-23)9-8-14-29(25,27-16-26-21(24)22(2,3)4)28-20-13-7-11-18-10-5-6-12-19(18)20/h5-7,9-13,23H,8,14-16H2,1-4H3/b17-9+

Standard InChI Key:  DAIOUUKNATVVHM-RQZCQDPDSA-N

Molfile:  

 
     RDKit          2D

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   10.3344  -14.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0489  -13.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9070  -14.0136    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0506  -14.4262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7651  -14.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4796  -14.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7651  -13.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1553  -15.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3674  -16.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7494  -16.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1684  -16.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3794  -17.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1709  -17.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7512  -17.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5373  -16.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  1  0
 29 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553869

   ---

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: 420.44

Molecular Weight (Monoisotopic): 420.1702

AlogP: 5.30

#Rotatable Bonds: 9

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.26

Np Likeness Score: 0.66

References

1. Lentini NA, Hsiao CC, Crull GB, Wiemer AJ, Wiemer DF..  (2019)  Synthesis and Bioactivity of the Alanyl Phosphonamidate Stereoisomers Derived from a Butyrophilin Ligand.,  10  (9): [PMID:31531198] [10.1021/acsmedchemlett.9b00153]

Source

Source(1):

• Scientific Literature