4,4'-(5-((4-nitrophenoxy)methyl)-1,3-phenylene)bis(methylene)bis(oxy)bis(3-chlorobenzimidamide)

ID: ALA3245420

Chembl Id: CHEMBL3245420

PubChem CID: 90655727

Max Phase: Preclinical

Molecular Formula: C29H25Cl2N5O5

Molecular Weight: 594.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(OCc2cc(COc3ccc([N+](=O)[O-])cc3)cc(COc3ccc(C(=N)N)cc3Cl)c2)c(Cl)c1

Standard InChI:  InChI=1S/C29H25Cl2N5O5/c30-24-12-20(28(32)33)1-7-26(24)40-15-18-9-17(14-39-23-5-3-22(4-6-23)36(37)38)10-19(11-18)16-41-27-8-2-21(29(34)35)13-25(27)31/h1-13H,14-16H2,(H3,32,33)(H3,34,35)

Standard InChI Key:  JMUOVWSZURAOCN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3245420

   4-[[3-[(4-Carbamimidoyl-2-chlorophenoxy)methyl]-5-[(4-nitrophenoxy)methyl]phenyl]methoxy]-3-chlorobenzenecarboximidamide

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: 594.46

Molecular Weight (Monoisotopic): 593.1233

AlogP: 6.21

#Rotatable Bonds: 12

Polar Surface Area: 170.57

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 11.75

CX LogP: 5.66

CX LogD: 0.85

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.07

Np Likeness Score: -0.68

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]

Source

Source(1):

• Scientific Literature