2,2-bis(3,5-dibromobenzyl)-3-guanidino-N-(2-guanidinoethyl)propenamide

ID: ALA4458087

Chembl Id: CHEMBL4458087

PubChem CID: 155526800

Max Phase: Preclinical

Molecular Formula: C21H25Br4N7O

Molecular Weight: 711.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCNC(=O)C(CNC(=N)N)(Cc1cc(Br)cc(Br)c1)Cc1cc(Br)cc(Br)c1

Standard InChI:  InChI=1S/C21H25Br4N7O/c22-14-3-12(4-15(23)7-14)9-21(11-32-20(28)29,18(33)30-1-2-31-19(26)27)10-13-5-16(24)8-17(25)6-13/h3-8H,1-2,9-11H2,(H,30,33)(H4,26,27,31)(H4,28,29,32)

Standard InChI Key:  PTHQTKTVADADNT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4458087

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 711.10

Molecular Weight (Monoisotopic): 706.8854

AlogP: 3.59

#Rotatable Bonds: 10

Polar Surface Area: 152.90

Molecular Species: BASE

HBA: 3

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 11.72

CX LogP: 4.37

CX LogD: -0.44

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.11

Np Likeness Score: -0.11

References

1. Paulsen MH, Ausbacher D, Bayer A, Engqvist M, Hansen T, Haug T, Anderssen T, Andersen JH, Sollid JUE, Strøm MB..  (2019)  Antimicrobial activity of amphipathic α,α-disubstituted β-amino amide derivatives against ESBL - CARBA producing multi-resistant bacteria; effect of halogenation, lipophilicity and cationic character.,  183  [PMID:31536892] [10.1016/j.ejmech.2019.111671]

Source

Source(1):

• Scientific Literature