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

ID: ALA2181425

Chembl Id: CHEMBL2181425

PubChem CID: 71457433

Max Phase: Preclinical

Molecular Formula: C37H60N10O5

Molecular Weight: 724.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1NC(=O)CN(CCCCN)NC(=O)[C@H](CCCCN)NC(=O)CN(Cc2cccc3ccccc23)NC(=O)CN(CC(C)C)NC1=O

Standard InChI:  InChI=1S/C37H60N10O5/c1-26(2)20-32-37(52)44-46(21-27(3)4)25-35(50)42-47(22-29-14-11-13-28-12-5-6-15-30(28)29)24-34(49)40-31(16-7-8-17-38)36(51)43-45(19-10-9-18-39)23-33(48)41-32/h5-6,11-15,26-27,31-32H,7-10,16-25,38-39H2,1-4H3,(H,40,49)(H,41,48)(H,42,50)(H,43,51)(H,44,52)/t31-,32+/m0/s1

Standard InChI Key:  IGQRKDNALFHEJR-AJQTZOPKSA-N

Alternative Forms

1. Parent:

   

   ALA2181425

   (8R,15S)-12,15-bis(4-aminobutyl)-5,8-bis(2-methylpropyl)-1-(naphthalen-1-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: 724.95

Molecular Weight (Monoisotopic): 724.4748

AlogP: 0.89

#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: 10.27

CX Basic pKa: 10.16

CX LogP: -1.56

CX LogD: -5.74

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.14

Np Likeness Score: 0.09

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