(S)-N-(3-(acetimidamidomethyl)benzyl)-2-amino-4-(methylthio)butanamide dihydrochloride

ID: ALA4172371

Chembl Id: CHEMBL4172371

PubChem CID: 145949257

Max Phase: Preclinical

Molecular Formula: C15H26Cl2N4OS

Molecular Weight: 308.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H24N4OS.2ClH/c1-11(16)18-9-12-4-3-5-13(8-12)10-19-15(20)14(17)6-7-21-2;;/h3-5,8,14H,6-7,9-10,17H2,1-2H3,(H2,16,18)(H,19,20);2*1H/t14-;;/m0../s1

Standard InChI Key:  FVNBQVXNTKYIHB-UTLKBRERSA-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: 308.45

Molecular Weight (Monoisotopic): 308.1671

AlogP: 1.47

#Rotatable Bonds: 8

Polar Surface Area: 91.00

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.16

CX LogP: 0.28

CX LogD: -3.18

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.43

Np Likeness Score: -0.25

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