(2R)-N-[(1S)-2-amino-1-benzyl-2-oxo-ethyl]-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-guanidino-pentanamide

ID: ALA5176903

Chembl Id: CHEMBL5176903

Cas Number: 83934-32-1

PubChem CID: 71414822

Max Phase: Preclinical

Molecular Formula: C24H33N7O4

Molecular Weight: 483.57

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C24H33N7O4/c25-18(13-16-8-10-17(32)11-9-16)22(34)30-19(7-4-12-29-24(27)28)23(35)31-20(21(26)33)14-15-5-2-1-3-6-15/h1-3,5-6,8-11,18-20,32H,4,7,12-14,25H2,(H2,26,33)(H,30,34)(H,31,35)(H4,27,28,29)/t18-,19+,20-/m0/s1

Standard InChI Key:  ZMLABQYMRILRFD-ZCNNSNEGSA-N

Alternative Forms

1. Parent:

   

   ALA5176903

   L-Tyrosyl-N~5~-(diaminomethylidene)-D-ornithyl-L-phenylalaninamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 483.57

Molecular Weight (Monoisotopic): 483.2594

AlogP: -0.78

#Rotatable Bonds: 13

Polar Surface Area: 209.44

Molecular Species: BASE

HBA: 6

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.50

CX Basic pKa: 11.80

CX LogP: -0.78

CX LogD: -2.97

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.10

Np Likeness Score: 0.28

References

1. Smith MT, Kong D, Kuo A, Imam MZ, Williams CM..  (2022)  Analgesic Opioid Ligand Discovery Based on Nonmorphinan Scaffolds Derived from Natural Sources.,  65  (3.0): [PMID:34995453] [10.1021/acs.jmedchem.0c01915]

Source

Source(1):

• Scientific Literature