(S,E)-2-acetamido-5-(2-hydroxyguanidino)-N-(pyridin-4-ylmethyl)pentanamide

ID: ALA4207442

Chembl Id: CHEMBL4207442

PubChem CID: 145975948

Max Phase: Preclinical

Molecular Formula: C14H22N6O3

Molecular Weight: 322.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CCCN/C(N)=N/O)C(=O)NCc1ccncc1

Standard InChI:  InChI=1S/C14H22N6O3/c1-10(21)19-12(3-2-6-17-14(15)20-23)13(22)18-9-11-4-7-16-8-5-11/h4-5,7-8,12,23H,2-3,6,9H2,1H3,(H,18,22)(H,19,21)(H3,15,17,20)/t12-/m0/s1

Standard InChI Key:  SSOXDJFUFBLYBJ-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA4207442

   ---

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: 322.37

Molecular Weight (Monoisotopic): 322.1753

AlogP: -0.72

#Rotatable Bonds: 8

Polar Surface Area: 141.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.39

CX Basic pKa: 7.23

CX LogP: -1.75

CX LogD: -1.97

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.14

Np Likeness Score: -0.58

References

1. Fernandez Diaz-Rullo F, Zamberlan F, Mewis RE, Fekete M, Broche L, Cheyne LA, Dall'Angelo S, Duckett SB, Dawson D, Zanda M..  (2017)  Synthesis and hyperpolarisation of eNOS substrates for quantification of NO production by 1H NMR spectroscopy.,  25  (10): [PMID:28365086] [10.1016/j.bmc.2017.03.041]

Source

Source(1):

• Scientific Literature