(8S,15S)-1,15-bis(4-aminobutyl)-5,12-bis(biphenyl-4-ylmethyl)-8-isobutyl-1,2,5,6,9,12,13,16-octaazacyclooctadecane-3,7,10,14,17-pentaone

ID: ALA2181426

Chembl Id: CHEMBL2181426

PubChem CID: 71459290

Max Phase: Preclinical

Molecular Formula: C48H64N10O5

Molecular Weight: 861.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)CN(Cc2ccc(-c3ccccc3)cc2)NC(=O)[C@H](CCCCN)NC(=O)CN(CCCCN)NC(=O)CN(Cc2ccc(-c3ccccc3)cc2)NC1=O

Standard InChI:  InChI=1S/C48H64N10O5/c1-35(2)29-43-48(63)55-58(31-37-20-24-41(25-21-37)39-15-7-4-8-16-39)34-46(61)53-56(28-12-11-27-50)32-44(59)51-42(17-9-10-26-49)47(62)54-57(33-45(60)52-43)30-36-18-22-40(23-19-36)38-13-5-3-6-14-38/h3-8,13-16,18-25,35,42-43H,9-12,17,26-34,49-50H2,1-2H3,(H,51,59)(H,52,60)(H,53,61)(H,54,62)(H,55,63)/t42-,43-/m0/s1

Standard InChI Key:  LVBIZHUXXBMVQU-MJPWBCPGSA-N

Alternative Forms

1. Parent:

   

   ALA2181426

   (8S,15S)-1,15-bis(4-aminobutyl)-8-(2-methylpropyl)-5,12-bis[(4-phenylphenyl)methyl]-1,2,5,6,9,12,13,16-octazacyclooctadecane-3,7,10,14,17-pentone

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

Calculated Properties

Molecular Weight: 861.10

Molecular Weight (Monoisotopic): 860.5061

AlogP: 3.62

#Rotatable Bonds: 16

Polar Surface Area: 207.26

Molecular Species: BASE

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.22

CX Basic pKa: 10.13

CX LogP: 1.21

CX LogD: -2.95

Aromatic Rings: 4

Heavy Atoms: 63

QED Weighted: 0.08

Np Likeness Score: 0.14

References

1. Laurencin M, Amor M, Fleury Y, Baudy-Floc'h M..  (2012)  De novo cyclic pseudopeptides containing aza-β3-amino acids exhibiting antimicrobial activities.,  55  (24): [PMID:23148564] [10.1021/jm3009037]

Source

Source(1):

• Scientific Literature