(S)-N-(3-(acetimidamidomethyl)benzyl)-2-amino-3-hydroxypropanamide dihydrochloride

ID: ALA4170892

Chembl Id: CHEMBL4170892

PubChem CID: 145950462

Max Phase: Preclinical

Molecular Formula: C13H22Cl2N4O2

Molecular Weight: 264.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=N)NCc1cccc(CNC(=O)[C@@H](N)CO)c1.Cl.Cl

Standard InChI:  InChI=1S/C13H20N4O2.2ClH/c1-9(14)16-6-10-3-2-4-11(5-10)7-17-13(19)12(15)8-18;;/h2-5,12,18H,6-8,15H2,1H3,(H2,14,16)(H,17,19);2*1H/t12-;;/m0../s1

Standard InChI Key:  WTUIIGVFHVZXJE-LTCKWSDVSA-N

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: 264.33

Molecular Weight (Monoisotopic): 264.1586

AlogP: -0.29

#Rotatable Bonds: 6

Polar Surface Area: 111.23

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.16

CX LogP: -1.42

CX LogD: -4.41

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.36

Np Likeness Score: 0.17

References

1. Maccallini C, Di Matteo M, Gallorini M, Montagnani M, Graziani V, Ammazzalorso A, Amoia P, De Filippis B, Di Silvestre S, Fantacuzzi M, Giampietro L, Potenza MA, Re N, Pandolfi A, Cataldi A, Amoroso R..  (2018)  Discovery of N-{3-[(ethanimidoylamino)methyl]benzyl}-l-prolinamide dihydrochloride: A new potent and selective inhibitor of the inducible nitric oxide synthase as a promising agent for the therapy of malignant glioma.,  152  [PMID:29689474] [10.1016/j.ejmech.2018.04.027]

Source

Source(1):

• Scientific Literature