beta-alanyl-N-{4-[3-(nitrooxy)propyloxy]benzyl}-L-histidinamide

ID: ALA2047751

Chembl Id: CHEMBL2047751

PubChem CID: 66571941

Max Phase: Preclinical

Molecular Formula: C19H26N6O6

Molecular Weight: 434.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)NCc1ccc(OCCCO[N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C19H26N6O6/c20-7-6-18(26)24-17(10-15-12-21-13-23-15)19(27)22-11-14-2-4-16(5-3-14)30-8-1-9-31-25(28)29/h2-5,12-13,17H,1,6-11,20H2,(H,21,23)(H,22,27)(H,24,26)/t17-/m0/s1

Standard InChI Key:  YIQSAIKUOPAQOJ-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA2047751

   3-[4-[[[(2S)-2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoyl]amino]methyl]phenoxy]propyl nitrate

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: 434.45

Molecular Weight (Monoisotopic): 434.1914

AlogP: 0.08

#Rotatable Bonds: 14

Polar Surface Area: 174.50

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.20

CX Basic pKa: 9.12

CX LogP: -0.83

CX LogD: -2.59

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.18

Np Likeness Score: -0.72

References

1. Bertinaria M, Rolando B, Giorgis M, Montanaro G, Marini E, Collino M, Benetti E, Daniele PG, Fruttero R, Gasco A..  (2012)  Carnosine analogues containing NO-donor substructures: synthesis, physico-chemical characterization and preliminary pharmacological profile.,  54  [PMID:22626653] [10.1016/j.ejmech.2012.04.032]

Source

Source(1):

• Scientific Literature