ID: ALA3764991

Max Phase: Preclinical

Molecular Formula: C40H54F2N6O8

Molecular Weight: 784.90

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)N2CC[C@H](C)C[C@H]2C(=O)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O[C@H]1C

Standard InChI:  InChI=1S/C40H54F2N6O8/c1-5-6-7-8-13-33(49)44-29(21-26-19-27(41)22-28(42)20-26)35(50)45-34-25(4)56-40(55)31-12-10-16-47(31)37(52)24(3)43-36(51)32-18-23(2)14-17-48(32)38(53)30-11-9-15-46(30)39(34)54/h8,13,19-20,22-25,29-32,34H,5-7,9-12,14-18,21H2,1-4H3,(H,43,51)(H,44,49)(H,45,50)/b13-8+/t23-,24-,25-,29-,30-,31-,32-,34-/m0/s1

Standard InChI Key:  CGQYDRUEFXLUPN-YNNDTZQZSA-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: 784.90

Molecular Weight (Monoisotopic): 784.3971

AlogP: 2.28

#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: 11.12

CX Basic pKa:

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 1

Heavy Atoms: 56

QED Weighted: 0.19

Np Likeness Score: 0.53

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. Abouelhassan Y, Garrison AT, Yang H, Chávez-Riveros A, Burch GM, Huigens RW..  (2019)  Recent Progress in Natural-Product-Inspired Programs Aimed To Address Antibiotic Resistance and Tolerance.,  62  (17): [PMID:30951303] [10.1021/acs.jmedchem.9b00370]

Source

Source(1):

• Scientific Literature