ID: ALA4077475

Max Phase: Preclinical

Molecular Formula: C33H64N9O8P

Molecular Weight: 745.90

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C33H64N9O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-23-48-51(47,24-22-41(19-14-17-38-31(34)35)20-15-18-39-32(36)37)49-25-26-28(44)29(45)30(50-26)42-21-16-27(43)40-33(42)46/h16,21,26,28-30,44-45H,2-15,17-20,22-25H2,1H3,(H4,34,35,38)(H4,36,37,39)(H,40,43,46)/t26-,28-,29-,30-,51?/m1/s1

Standard InChI Key:  CETDWAIOVXNSRZ-PHORYTGISA-N

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

Properties

Molecular Weight: 745.90

Molecular Weight (Monoisotopic): 745.4615

AlogP: 2.13

#Rotatable Bonds: 29

Polar Surface Area: 267.12

Molecular Species: BASE

HBA: 12

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 12.13

CX LogP: 0.53

CX LogD: -4.07

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.02

Np Likeness Score: 0.42

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