N-{3-[(4S,11S,14S)-8-(3-Guanidino-propyl)-11,14-diisobutyl-1-naphthalen-1-ylmethyl-3,6,10,13,16-pentaoxo-1,2,5,8,9,12,15heptaaza-cycloheptadec-4-yl]-propyl}-guanidine

ID: ALA2181424

Chembl Id: CHEMBL2181424

PubChem CID: 71462805

Max Phase: Preclinical

Molecular Formula: C37H59N13O5

Molecular Weight: 765.96

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H59N13O5/c1-23(2)18-29-33(53)46-30(19-24(3)4)35(55)47-49(17-9-16-43-37(40)41)21-31(51)44-28(14-8-15-42-36(38)39)34(54)48-50(22-32(52)45-29)20-26-12-7-11-25-10-5-6-13-27(25)26/h5-7,10-13,23-24,28-30H,8-9,14-22H2,1-4H3,(H,44,51)(H,45,52)(H,46,53)(H,47,55)(H,48,54)(H4,38,39,42)(H4,40,41,43)/t28-,29-,30-/m0/s1

Standard InChI Key:  AWLWGDTXDCKYFB-DTXPUJKBSA-N

Alternative Forms

1. Parent:

   

   ALA2181424

   2-[3-[(4S,11S,14S)-8-[3-(diaminomethylideneamino)propyl]-11,14-bis(2-methylpropyl)-1-(naphthalen-1-ylmethyl)-3,6,10,13,16-pentaoxo-1,2,5,8,9,12,15-heptazacycloheptadec-4-yl]propyl]guanidine

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: 765.96

Molecular Weight (Monoisotopic): 765.4762

AlogP: -0.30

#Rotatable Bonds: 14

Polar Surface Area: 275.78

Molecular Species: BASE

HBA: 9

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.32

CX Basic pKa: 12.22

CX LogP: -2.10

CX LogD: -6.05

Aromatic Rings: 2

Heavy Atoms: 55

QED Weighted: 0.07

Np Likeness Score: 0.16

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