(2E,2'E)-2,2'-(((1-(4-methoxybenzyl)-1H-pyrazole-3,5-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(hydrazine-1-carboximidamide) ditrifluoroacetic acid

ID: ALA5270983

Chembl Id: CHEMBL5270983

Max Phase: Preclinical

Molecular Formula: C31H30F6N10O5

Molecular Weight: 508.59

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2nc(-c3ccc(/C=N/NC(=N)N)cc3)cc2-c2ccc(/C=N/NC(=N)N)cc2)cc1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C27H28N10O.2C2HF3O2/c1-38-23-12-6-20(7-13-23)17-37-25(22-10-4-19(5-11-22)16-33-35-27(30)31)14-24(36-37)21-8-2-18(3-9-21)15-32-34-26(28)29;2*3-2(4,5)1(6)7/h2-16H,17H2,1H3,(H4,28,29,34)(H4,30,31,35);2*(H,6,7)/b32-15+,33-16+;;

Standard InChI Key:  ZTRZCOVUZKXXSU-KTMKIAGUSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 508.59

Molecular Weight (Monoisotopic): 508.2448

AlogP: 2.91

#Rotatable Bonds: 9

Polar Surface Area: 175.57

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 6.21

CX LogP: 3.56

CX LogD: 3.53

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.12

Np Likeness Score: -1.14

References

1. Gornati D, Ciccone R, Vinciguerra A, Ippati S, Pannaccione A, Petrozziello T, Pizzi E, Hassan A, Colombo E, Barbini S, Milani M, Caccavone C, Randazzo P, Muzio L, Annunziato L, Menegon A, Secondo A, Mastrangelo E, Pignataro G, Seneci P..  (2021)  Synthesis and Characterization of Novel Mono- and Bis-Guanyl Hydrazones as Potent and Selective ASIC1 Inhibitors Able to Reduce Brain Ischemic Insult.,  64  (12.0): [PMID:34097384] [10.1021/acs.jmedchem.1c00305]

Source

Source(1):

• Scientific Literature