N-carbamimidoyl-3-(3-((E)-3-(diaminomethyleneamino)-2-methyl-3-oxoprop-1-enyl)phenyl)-2-methylacrylamide

ID: ALA3900457

Chembl Id: CHEMBL3900457

PubChem CID: 15860077

Max Phase: Preclinical

Molecular Formula: C16H20N6O2

Molecular Weight: 328.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\c1cccc(/C=C(\C)C(=O)NC(=N)N)c1)C(=O)N=C(N)N

Standard InChI:  InChI=1S/C16H20N6O2/c1-9(13(23)21-15(17)18)6-11-4-3-5-12(8-11)7-10(2)14(24)22-16(19)20/h3-8H,1-2H3,(H4,17,18,21,23)(H4,19,20,22,24)/b9-6+,10-7+

Standard InChI Key:  GNWHPBNSCPRHHH-KZZDLZNXSA-N

Alternative Forms

1. Parent:

   

   ALA3900457

   (E)-N-(diaminomethylidene)-3-[3-[(E)-3-(diaminomethylideneamino)-2-methyl-3-oxoprop-1-enyl]phenyl]-2-methylprop-2-enamide

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: 328.38

Molecular Weight (Monoisotopic): 328.1648

AlogP: 0.30

#Rotatable Bonds: 4

Polar Surface Area: 160.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.52

CX Basic pKa: 7.22

CX LogP: 0.53

CX LogD: 0.29

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.30

Np Likeness Score: -0.04

References

1.  (2014)  NHE3-binding compounds and methods for inhibiting phosphate transport, 

2.  (2013)  Compounds and methods for inhibiting NHE-mediated antiport in the treatment of disorders associated with fluid retention or salt overload and gastrointestinal tract disorders, 

3.  (2016)  Nhe3-binding compounds and methods for inhibiting phosphate transport, 

Source

Source(1):

• Patent Bioactivity Data