4,4'-(octane-1,8-diylbis(oxy))dibenzimidamide

ID: ALA3245411

Chembl Id: CHEMBL3245411

PubChem CID: 10475016

Max Phase: Preclinical

Molecular Formula: C22H30N4O2

Molecular Weight: 382.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(OCCCCCCCCOc2ccc(C(=N)N)cc2)cc1

Standard InChI:  InChI=1S/C22H30N4O2/c23-21(24)17-7-11-19(12-8-17)27-15-5-3-1-2-4-6-16-28-20-13-9-18(10-14-20)22(25)26/h7-14H,1-6,15-16H2,(H3,23,24)(H3,25,26)

Standard InChI Key:  BCLQWSHAVPTCAD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3245411

   4-[8-(4-Carbamimidoylphenoxy)octoxy]benzenecarboximidamide

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: 382.51

Molecular Weight (Monoisotopic): 382.2369

AlogP: 4.05

#Rotatable Bonds: 13

Polar Surface Area: 118.20

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.13

CX LogP: 3.66

CX LogD: -1.17

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.24

Np Likeness Score: -0.13

References

1. Parrish RF, Straus JW, Paulson JD, Polakoski KL, Tidwell RR, Geratz JD, Stevens FM..  (1978)  Structure-activity relationships for the inhibition of acrosin by benzamidine derivatives.,  21  (11): [PMID:722718] [10.1021/jm00209a008]

2. Cavalier MC, Ansari MI, Pierce AD, Wilder PT, McKnight LE, Raman EP, Neau DB, Bezawada P, Alasady MJ, Charpentier TH, Varney KM, Toth EA, MacKerell AD, Coop A, Weber DJ..  (2016)  Small Molecule Inhibitors of Ca(2+)-S100B Reveal Two Protein Conformations.,  59  (2): [PMID:26727270] [10.1021/acs.jmedchem.5b01369]

Source

Source(1):

• Scientific Literature