[3-(dimethylamino)propyl-hydroxy-phosphoryl]methylphosphonic acid

ID: ALA5283465

Max Phase: Preclinical

Molecular Formula: C6H17NO5P2

Molecular Weight: 245.15

Names and Identifiers

Canonical SMILES:  CN(C)CCCP(=O)(O)CP(=O)(O)O

Standard InChI:  InChI=1S/C6H17NO5P2/c1-7(2)4-3-5-13(8,9)6-14(10,11)12/h3-6H2,1-2H3,(H,8,9)(H2,10,11,12)

Standard InChI Key:  YPMCBFPMORFWAY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   -1.4291   -0.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -0.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128   -0.0028    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420    0.0028    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -0.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -0.8222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1386    0.8281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094    0.8222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7160   -0.8281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454   -0.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1488    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -0.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  2  0
  4 10  2  0
  4 11  1  0
  1 12  1  0
 12 13  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283465

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 245.15

Molecular Weight (Monoisotopic): 245.0582

AlogP: 0.34

#Rotatable Bonds: 6

Polar Surface Area: 98.07

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.31

CX Basic pKa: 9.74

CX LogP: -3.62

CX LogD: -5.67

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.58

Np Likeness Score: -0.14

References

1. Zhuang Z, Li M, Tanner ME..  (2022)  A guanidinium group is an effective mimic of the tertiary carbocation formed by isopentenyl diphosphate isomerase.,  75  [PMID:36064124] [10.1016/j.bmcl.2022.128971]

Source

Source(1):

• Scientific Literature