{(R)-2-[(2-Amino-ethoxy)-hydroxy-phosphoryl]-1-octyloxymethyl-ethyl}-heptyl-phosphinic acid anion

ID: ALA1159972

Chembl Id: CHEMBL1159972

PubChem CID: 44280648

Max Phase: Preclinical

Molecular Formula: C20H45NO6P2

Molecular Weight: 457.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCOC[C@H](CP(=O)(O)OCCN)P(=O)(O)CCCCCCC

Standard InChI:  InChI=1S/C20H45NO6P2/c1-3-5-7-9-10-12-15-26-18-20(19-29(24,25)27-16-14-21)28(22,23)17-13-11-8-6-4-2/h20H,3-19,21H2,1-2H3,(H,22,23)(H,24,25)/t20-/m1/s1

Standard InChI Key:  HREMUBQDTCJGKQ-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA1159972

   2-aminoethoxy-[(2R)-2-[heptyl(hydroxy)phosphoryl]-3-octoxypropyl]phosphinic acid

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: 457.53

Molecular Weight (Monoisotopic): 457.2722

AlogP: 5.13

#Rotatable Bonds: 21

Polar Surface Area: 119.08

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.35

CX Basic pKa: 10.00

CX LogP: 1.60

CX LogD: -0.37

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.16

Np Likeness Score: 0.34

References

1. Garigipati RS, Seibel G, Mayer RJ, Bolognese B, McCord M, Marshall LA, Adams JL.  (1997)  Novel frameworks for trifluoromethyl ketone and phosphonate tsa inhibitors of type II PLA2,  7  (11): [10.1016/S0960-894X(97)00246-1]

Source

Source(1):

• Scientific Literature