ID: ALA3765324

Max Phase: Preclinical

Molecular Formula: C39H52F2N6O8

Molecular Weight: 770.87

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC/C=C/C(=O)N[C@@H](Cc1cc(F)cc(F)c1)C(=O)N[C@@H]1C(=O)N2CCC[C@H]2C(=O)N2CCCC[C@H]2C(=O)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O[C@H]1C

Standard InChI:  InChI=1S/C39H52F2N6O8/c1-4-5-6-7-15-32(48)43-28(21-25-19-26(40)22-27(41)20-25)34(49)44-33-24(3)55-39(54)31-14-11-18-47(31)36(51)23(2)42-35(50)29-12-8-9-16-45(29)37(52)30-13-10-17-46(30)38(33)53/h7,15,19-20,22-24,28-31,33H,4-6,8-14,16-18,21H2,1-3H3,(H,42,50)(H,43,48)(H,44,49)/b15-7+/t23-,24-,28-,29-,30-,31-,33-/m0/s1

Standard InChI Key:  ONWAIXMTMWCLOZ-ZHZUKTBISA-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: 770.87

Molecular Weight (Monoisotopic): 770.3815

AlogP: 2.04

#Rotatable Bonds: 9

Polar Surface Area: 174.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.10

CX Basic pKa:

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 1

Heavy Atoms: 55

QED Weighted: 0.19

Np Likeness Score: 0.56

References

1. Goodreid JD, Janetzko J, Santa Maria JP, Wong KS, Leung E, Eger BT, Bryson S, Pai EF, Gray-Owen SD, Walker S, Houry WA, Batey RA..  (2016)  Development and Characterization of Potent Cyclic Acyldepsipeptide Analogues with Increased Antimicrobial Activity.,  59  (2): [PMID:26818454] [10.1021/acs.jmedchem.5b01451]

2.  (2018)  Substituted urea depsipeptide analogs as activators of the clpp endopeptidase, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data