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

ID: ALA2181258

Chembl Id: CHEMBL2181258

PubChem CID: 71461059

Max Phase: Preclinical

Molecular Formula: C46H69N13O6

Molecular Weight: 900.14

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](Cc2c[nH]c3ccccc23)C(=O)N1

Standard InChI:  InChI=1S/C46H69N13O6/c1-30(2)25-58-28-42(61)51-38(17-9-10-18-47)44(63)54-57(20-12-11-19-48)27-41(60)52-39(21-32-23-49-36-15-7-5-13-34(32)36)45(64)56-59(26-31(3)4)29-43(62)53-40(46(65)55-58)22-33-24-50-37-16-8-6-14-35(33)37/h5-8,13-16,23-24,30-31,38-40,49-50H,9-12,17-22,25-29,47-48H2,1-4H3,(H,51,61)(H,52,60)(H,53,62)(H,54,63)(H,55,65)(H,56,64)/t38-,39-,40-/m0/s1

Standard InChI Key:  HUXGAZFZBBEDOW-MXVPUGLGSA-N

Alternative Forms

1. Parent:

   

   ALA2181258

   (4S,11S,18S)-1,4-bis(4-aminobutyl)-11,18-bis(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: 900.14

Molecular Weight (Monoisotopic): 899.5494

AlogP: 1.08

#Rotatable Bonds: 16

Polar Surface Area: 267.94

Molecular Species: BASE

HBA: 11

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.38

CX Basic pKa: 10.46

CX LogP: -0.62

CX LogD: -5.54

Aromatic Rings: 4

Heavy Atoms: 65

QED Weighted: 0.07

Np Likeness Score: 0.17

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