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

ID: ALA4458623

Chembl Id: CHEMBL4458623

PubChem CID: 155526740

Max Phase: Preclinical

Molecular Formula: C25H25F12N7O

Molecular Weight: 667.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H25F12N7O/c26-22(27,28)14-3-12(4-15(7-14)23(29,30)31)9-21(11-44-20(40)41,18(45)42-1-2-43-19(38)39)10-13-5-16(24(32,33)34)8-17(6-13)25(35,36)37/h3-8H,1-2,9-11H2,(H,42,45)(H4,38,39,43)(H4,40,41,44)

Standard InChI Key:  OCEFBTZQNYSAHV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4458623

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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: 667.50

Molecular Weight (Monoisotopic): 667.1929

AlogP: 4.62

#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: 9.09

CX Basic pKa: 11.70

CX LogP: 4.18

CX LogD: 0.58

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.09

Np Likeness Score: -0.26

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