ID: ALA3765250

Max Phase: Preclinical

Molecular Formula: C44H58N6O8

Molecular Weight: 798.98

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC/C=C/C(=O)N[C@@H](Cc1ccc2ccccc2c1)C(=O)N[C@H]1COC(=O)[C@@H]2C[C@@H](C)CN2C(=O)[C@H](CC)NC(=O)[C@@H]2CCCCN2C(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C44H58N6O8/c1-4-6-7-8-18-38(51)45-33(25-29-19-20-30-14-9-10-15-31(30)24-29)39(52)47-34-27-58-44(57)37-23-28(3)26-50(37)41(54)32(5-2)46-40(53)35-16-11-12-21-48(35)43(56)36-17-13-22-49(36)42(34)55/h8-10,14-15,18-20,24,28,32-37H,4-7,11-13,16-17,21-23,25-27H2,1-3H3,(H,45,51)(H,46,53)(H,47,52)/b18-8+/t28-,32+,33+,34+,35+,36+,37+/m1/s1

Standard InChI Key:  RXGPOENDBQFBNJ-NHXCUYLKSA-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: 798.98

Molecular Weight (Monoisotopic): 798.4316

AlogP: 3.16

#Rotatable Bonds: 10

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: 11.14

CX Basic pKa:

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 58

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]

Source

Source(1):

• Scientific Literature