(7S,14S)-1,14-bis(4-aminobutyl)-7-isobutyl-4,11-bis(naphthalen-2-ylmethyl)-1,2,4,5,8,11,12,15-octaazacycloheptadecane-3,6,9,13,16-pentaone

ID: ALA2181428

Chembl Id: CHEMBL2181428

PubChem CID: 71459291

Max Phase: Preclinical

Molecular Formula: C44H60N10O5

Molecular Weight: 809.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)CN(Cc2ccc3ccccc3c2)NC(=O)[C@H](CCCCN)NC(=O)CN(CCCCN)NC(=O)CN(Cc2ccc3ccccc3c2)NC1=O

Standard InChI:  InChI=1S/C44H60N10O5/c1-31(2)23-39-44(59)51-54(27-33-17-19-35-12-4-6-14-37(35)25-33)30-42(57)49-52(22-10-9-21-46)28-40(55)47-38(15-7-8-20-45)43(58)50-53(29-41(56)48-39)26-32-16-18-34-11-3-5-13-36(34)24-32/h3-6,11-14,16-19,24-25,31,38-39H,7-10,15,20-23,26-30,45-46H2,1-2H3,(H,47,55)(H,48,56)(H,49,57)(H,50,58)(H,51,59)/t38-,39-/m0/s1

Standard InChI Key:  ISFCCEQMNKOITF-YDAXCOIMSA-N

Alternative Forms

1. Parent:

   

   ALA2181428

   (8S,15S)-1,15-bis(4-aminobutyl)-8-(2-methylpropyl)-5,12-bis(naphthalen-2-ylmethyl)-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: 809.03

Molecular Weight (Monoisotopic): 808.4748

AlogP: 2.59

#Rotatable Bonds: 14

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: 10.23

CX Basic pKa: 10.14

CX LogP: -0.10

CX LogD: -4.26

Aromatic Rings: 4

Heavy Atoms: 59

QED Weighted: 0.09

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