Hexadecyl Uridin-5'-yl 2-N-bis(2-aminoethyl)-2-aminoethylphosphonate

ID: ALA4076980

Chembl Id: CHEMBL4076980

PubChem CID: 137649310

Max Phase: Preclinical

Molecular Formula: C31H60N5O8P

Molecular Weight: 661.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCOP(=O)(CCN(CCN)CCN)OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C31H60N5O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-23-42-45(41,24-22-35(20-17-32)21-18-33)43-25-26-28(38)29(39)30(44-26)36-19-16-27(37)34-31(36)40/h16,19,26,28-30,38-39H,2-15,17-18,20-25,32-33H2,1H3,(H,34,37,40)/t26-,28-,29-,30-,45?/m1/s1

Standard InChI Key:  DGOMKWDGJBRQGO-WYFIHPBTSA-N

Alternative Forms

1. Parent:

   

   ALA4076980

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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: 661.82

Molecular Weight (Monoisotopic): 661.4180

AlogP: 3.08

#Rotatable Bonds: 27

Polar Surface Area: 195.36

Molecular Species: BASE

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.01

CX Basic pKa: 9.49

CX LogP: 2.16

CX LogD: -1.07

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: 0.56

References

1. Seydlová G, Pohl R, Zborníková E, Ehn M, Šimák O, Panova N, Kolář M, Bogdanová K, Večeřová R, Fišer R, Šanderová H, Vítovská D, Sudzinová P, Pospíšil J, Benada O, Křížek T, Sedlák D, Bartůněk P, Krásný L, Rejman D..  (2017)  Lipophosphonoxins II: Design, Synthesis, and Properties of Novel Broad Spectrum Antibacterial Agents.,  60  (14): [PMID:28654257] [10.1021/acs.jmedchem.7b00355]

Source

Source(1):

• Scientific Literature