(3S,6R,9S,12R,15S,18R)-3,9,15-tris(4-aminobutyl)-6,12,18-trimethyl-1,4,7,10,13,16-hexaazacyclooctadecane-2,5,8,11,14,17-hexaone

ID: ALA1242646

Chembl Id: CHEMBL1242646

PubChem CID: 5282573

Max Phase: Preclinical

Molecular Formula: C27H51N9O6

Molecular Weight: 597.76

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H51N9O6/c1-16-22(37)34-20(11-5-8-14-29)26(41)32-18(3)24(39)36-21(12-6-9-15-30)27(42)33-17(2)23(38)35-19(25(40)31-16)10-4-7-13-28/h16-21H,4-15,28-30H2,1-3H3,(H,31,40)(H,32,41)(H,33,42)(H,34,37)(H,35,38)(H,36,39)/t16-,17-,18-,19+,20+,21+/m1/s1

Standard InChI Key:  LLBIBUJIFQFQPN-SQDPYLFBSA-N

Alternative Forms

1. Parent:

   

   ALA1242646

   1,6-anhydro(L-lysyl-D-alanyl-L-lysyl-D-alanyl-L-lysyl-D-alanine)

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 597.76

Molecular Weight (Monoisotopic): 597.3962

AlogP: -2.64

#Rotatable Bonds: 12

Polar Surface Area: 252.66

Molecular Species: BASE

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.55

CX Basic pKa: 10.45

CX LogP: -4.52

CX LogD: -11.39

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: 0.59

References

1. Fournel S, Wieckowski S, Sun W, Trouche N, Dumortier H, Bianco A, Chaloin O, Habib M, Peter JC, Schneider P, Vray B, Toes RE, Offringa R, Melief CJ, Hoebeke J, Guichard G..  (2005)  C3-symmetric peptide scaffolds are functional mimetics of trimeric CD40L.,  1  (7): [PMID:16370373] [10.1038/nchembio746]

Source

Source(1):

• Scientific Literature