(4S,11S,18S)-4-((1H-indol-3-yl)methyl)-11,15,18-tris(4-aminobutyl)-1,8-diisobutyl-1,2,5,8,9,12,15,16,19-nonaazacyclohenicosane-3,6,10,13,17,20-hexaone

ID: ALA2181259

Chembl Id: CHEMBL2181259

PubChem CID: 71455637

Max Phase: Preclinical

Molecular Formula: C41H71N13O6

Molecular Weight: 842.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CN1CC(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)NN(CC(C)C)CC(=O)N[C@@H](CCCCN)C(=O)NN(CCCCN)CC(=O)N[C@@H](CCCCN)C(=O)N1

Standard InChI:  InChI=1S/C41H71N13O6/c1-28(2)23-53-27-38(57)48-35(21-30-22-45-32-14-6-5-13-31(30)32)41(60)51-54(24-29(3)4)26-37(56)47-33(15-7-9-17-42)39(58)49-52(20-12-11-19-44)25-36(55)46-34(40(59)50-53)16-8-10-18-43/h5-6,13-14,22,28-29,33-35,45H,7-12,15-21,23-27,42-44H2,1-4H3,(H,46,55)(H,47,56)(H,48,57)(H,49,58)(H,50,59)(H,51,60)/t33-,34-,35-/m0/s1

Standard InChI Key:  SOJFJFFCSZMQBY-IMKBVMFZSA-N

Alternative Forms

1. Parent:

   

   ALA2181259

   (4S,11S,18S)-1,4,18-tris(4-aminobutyl)-11-(1H-indol-3-ylmethyl)-8,15-bis(2-methylpropyl)-1,2,5,8,9,12,15,16,19-nonazacyclohenicosane-3,6,10,13,17,20-hexone

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: 842.10

Molecular Weight (Monoisotopic): 841.5650

AlogP: -0.51

#Rotatable Bonds: 18

Polar Surface Area: 278.17

Molecular Species: BASE

HBA: 12

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.39

CX Basic pKa: 10.64

CX LogP: -2.56

CX LogD: -10.03

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.09

Np Likeness Score: 0.19

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