Isopropyl 2-[[[(E)-4-methyl-5-oxopent-3-enyl]phenoxyphosphoryl]amino]acetate

ID: ALA4780556

PubChem CID: 162663733

Max Phase: Preclinical

Molecular Formula: C17H24NO5P

Molecular Weight: 353.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(C=O)=C\CCP(=O)(NCC(=O)OC(C)C)Oc1ccccc1

Standard InChI:  InChI=1S/C17H24NO5P/c1-14(2)22-17(20)12-18-24(21,11-7-8-15(3)13-19)23-16-9-5-4-6-10-16/h4-6,8-10,13-14H,7,11-12H2,1-3H3,(H,18,21)/b15-8+

Standard InChI Key:  HCXOUDROHZKOSX-OVCLIPMQSA-N

Molfile:  

 
     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    5.2375  -22.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6502  -23.3766    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.0586  -22.6643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1131  -23.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8208  -23.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286  -23.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8208  -22.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363  -23.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440  -23.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3594  -23.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3566  -24.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6449  -25.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417  -25.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3485  -26.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597  -25.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0591  -25.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8758  -22.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2822  -21.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0994  -21.9504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8715  -21.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5102  -22.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3273  -22.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1037  -23.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1131  -24.6065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  6  8  1  0
  8  9  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 16  1  0
 15 11  1  0
 15 16  2  0
  3 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
  4 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780556

   ---

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: 353.36

Molecular Weight (Monoisotopic): 353.1392

AlogP: 3.34

#Rotatable Bonds: 10

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.72

CX Basic pKa: ┄

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.30

Np Likeness Score: 0.52

References

1. Lentini NA,Schroeder CM,Harmon NM,Huang X,Schladetsch MA,Foust BJ,Poe MM,Hsiao CC,Wiemer AJ,Wiemer DF.  (2021)  Synthesis and Metabolism of BTN3A1 Ligands: Studies on Modifications of the Allylic Alcohol.,  12  (1): [PMID:33488975] [10.1021/acsmedchemlett.0c00586]

Source

Source(1):

• Scientific Literature