ID: ALA4286391

Max Phase: Preclinical

Molecular Formula: C60H92N12O10

Molecular Weight: 1141.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](CCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C60H92N12O10/c1-35(2)31-43-53(75)67-45(33-39-19-11-9-12-20-39)59(81)71-29-17-25-47(71)55(77)70-50(38(7)8)58(80)64-42(24-16-28-62)52(74)66-44(32-36(3)4)54(76)68-46(34-40-21-13-10-14-22-40)60(82)72-30-18-26-48(72)56(78)69-49(37(5)6)57(79)63-41(23-15-27-61)51(73)65-43/h9-14,19-22,35-38,41-50H,15-18,23-34,61-62H2,1-8H3,(H,63,79)(H,64,80)(H,65,73)(H,66,74)(H,67,75)(H,68,76)(H,69,78)(H,70,77)/t41-,42?,43-,44-,45+,46+,47-,48-,49-,50-/m0/s1

Standard InChI Key:  IUAYMJGZBVDSGL-HBQJPYPNSA-N

Molecule Features

Natural Product: Yes

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: 1141.47

Molecular Weight (Monoisotopic): 1140.7059

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

References

1. Yamamura H, Nonaka M, Okuno S, Mitsuhashi R, Kato H, Katsu T, Masuda K, Tanimoto K, Tomita H, Miyagawa A..  (2018)  Membrane-active antimicrobial poly(amino-modified alkyl) β-cyclodextrins synthesized via click reactions.,  9  (3): [PMID:30108941] [10.1039/C7MD00592J]

2. Babii O, Afonin S, Ishchenko AY, Schober T, Negelia AO, Tolstanova GM, Garmanchuk LV, Ostapchenko LI, Komarov IV, Ulrich AS..  (2018)  Structure-Activity Relationships of Photoswitchable Diarylethene-Based β-Hairpin Peptides as Membranolytic Antimicrobial and Anticancer Agents.,  61  (23): [PMID:30452249] [10.1021/acs.jmedchem.8b01428]

3. Yamamura H, Isshiki K, Fujita Y, Kato H, Katsu T, Masuda K, Osawa K, Miyagawa A..  (2019)  Gramicidin S-inspired antimicrobial cyclodextrin to disrupt gram-negative and gram-positive bacterial membranes.,  10  (8): [PMID:31803397] [10.1039/C9MD00229D]

4. Guan Q, Huang S, Jin Y, Campagne R, Alezra V, Wan Y..  (2019)  Recent Advances in the Exploration of Therapeutic Analogues of Gramicidin S, an Old but Still Potent Antimicrobial Peptide.,  62  (17): [PMID:30938996] [10.1021/acs.jmedchem.9b00156]

5. Terekhova NV, Tatarinov DA, Shaihutdinova ZM, Pashirova TN, Lyubina AP, Voloshina AD, Sapunova AS, Zakharova LY, Mironov VF..  (2020)  Design and synthesis of amphiphilic 2-hydroxybenzylphosphonium salts with antimicrobial and antitumor dual action.,  30  (13): [PMID:32386856] [10.1016/j.bmcl.2020.127234]

6. Rathman BM, Allen JL, Shaw LN, Del Valle JR..  (2020)  Synthesis and biological evaluation of backbone-aminated analogues of gramicidin S.,  30  (15): [PMID:32527462] [10.1016/j.bmcl.2020.127283]

Source

Source(1):

• Scientific Literature