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

ID: ALA2181261

Chembl Id: CHEMBL2181261

PubChem CID: 71453907

Max Phase: Preclinical

Molecular Formula: C54H75N11O6

Molecular Weight: 974.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)CN(Cc2ccc(-c3ccccc3)cc2)NC(=O)[C@H](CC(C)C)NC(=O)CN(Cc2ccc(-c3ccccc3)cc2)NC(=O)[C@H](CCCCN)NC(=O)CN(CCCCN)NC1=O

Standard InChI:  InChI=1S/C54H75N11O6/c1-38(2)31-47-53(70)60-63(30-14-13-29-56)35-49(66)57-46(19-11-12-28-55)52(69)61-64(33-40-20-24-44(25-21-40)42-15-7-5-8-16-42)36-50(67)59-48(32-39(3)4)54(71)62-65(37-51(68)58-47)34-41-22-26-45(27-23-41)43-17-9-6-10-18-43/h5-10,15-18,20-27,38-39,46-48H,11-14,19,28-37,55-56H2,1-4H3,(H,57,66)(H,58,68)(H,59,67)(H,60,70)(H,61,69)(H,62,71)/t46-,47-,48-/m0/s1

Standard InChI Key:  QFHQRUISXZOOQK-QQVWZEJNSA-N

Alternative Forms

1. Parent:

   

   ALA2181261

   (4S,11S,18S)-1,18-bis(4-aminobutyl)-4,11-bis(2-methylpropyl)-8,15-bis[(4-phenylphenyl)methyl]-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: 974.26

Molecular Weight (Monoisotopic): 973.5902

AlogP: 4.15

#Rotatable Bonds: 18

Polar Surface Area: 236.36

Molecular Species: BASE

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.33

CX Basic pKa: 10.46

CX LogP: 2.62

CX LogD: -2.29

Aromatic Rings: 4

Heavy Atoms: 71

QED Weighted: 0.07

Np Likeness Score: 0.12

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