[[(E)-4-Methyl-5-oxopent-3-enyl]-(2-oxochromen-7-yl)oxyphosphoryl]oxymethyl 2,2-dimethylpropanoate

ID: ALA4745129

PubChem CID: 162648977

Max Phase: Preclinical

Molecular Formula: C21H25O8P

Molecular Weight: 436.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(C=O)=C\CCP(=O)(OCOC(=O)C(C)(C)C)Oc1ccc2ccc(=O)oc2c1

Standard InChI:  InChI=1S/C21H25O8P/c1-15(13-22)6-5-11-30(25,27-14-26-20(24)21(2,3)4)29-17-9-7-16-8-10-19(23)28-18(16)12-17/h6-10,12-13H,5,11,14H2,1-4H3/b15-6+

Standard InChI Key:  RRXJVBUFIDUHSS-GIDUJCDVSA-N

Molfile:  

 
     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   29.5757  -25.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9884  -25.8984    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.3969  -25.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4514  -26.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1591  -25.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8668  -26.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4514  -27.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1591  -25.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5745  -25.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2822  -26.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6977  -26.3111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2140  -25.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9822  -24.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5714  -23.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9779  -23.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5671  -22.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7951  -23.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9736  -21.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7500  -22.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1506  -21.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6214  -25.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4300  -24.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6149  -24.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8451  -25.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4390  -25.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8478  -26.5873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6626  -26.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0669  -25.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6557  -25.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0747  -27.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  2  0
  4  7  2  0
  5  8  1  0
  6  9  1  0
  9 10  1  0
 10  2  1  0
  2 11  2  0
  3 12  1  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 16 19  1  0
 16 20  1  0
 12 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23 12  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745129

   ---

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: 436.40

Molecular Weight (Monoisotopic): 436.1287

AlogP: 4.46

#Rotatable Bonds: 9

Polar Surface Area: 109.11

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.14

Np Likeness Score: 0.98

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