2-[1-(1-{1-[1-amino-2-(4-hydroxyphenyl)ethylcarboxamido]-2-hydroxyethylcarboxamidomethylcarboxamido}-2-phenylethylcarboxamido)-3-methylbutylcarboxamido]-3-hydroxy-(3R)-butanoic acid

ID: ALA14230

Chembl Id: CHEMBL14230

PubChem CID: 44269168

Max Phase: Preclinical

Molecular Formula: C33H46N6O10

Molecular Weight: 686.76

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H46N6O10/c1-18(2)13-24(32(47)39-28(19(3)41)33(48)49)37-31(46)25(15-20-7-5-4-6-8-20)36-27(43)16-35-30(45)26(17-40)38-29(44)23(34)14-21-9-11-22(42)12-10-21/h4-12,18-19,23-26,28,40-42H,13-17,34H2,1-3H3,(H,35,45)(H,36,43)(H,37,46)(H,38,44)(H,39,47)(H,48,49)/t19-,23+,24+,25+,26+,28+/m1/s1

Standard InChI Key:  PKSODCLCMBUCPW-KXJTVXFKSA-N

Alternative Forms

1. Parent:

   

   ALA14230

   2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 686.76

Molecular Weight (Monoisotopic): 686.3275

AlogP: -1.94

#Rotatable Bonds: 19

Polar Surface Area: 269.51

Molecular Species: ACID

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.86

CX Basic pKa: 7.73

CX LogP: -3.51

CX LogD: -3.66

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: 0.22

References

1. Gacel G, Fournié-Zaluski MC, Fellion E, Roques BP..  (1981)  Evidence of the preferential involvement of mu receptors in analgesia using enkephalins highly selective for peripheral mu or delta receptors.,  24  (10): [PMID:6276540] [10.1021/jm00142a002]

2. Wang Y, Qu C, Liu T, Wang C..  (2020)  PFKFB3 inhibitors as potential anticancer agents: Mechanisms of action, current developments, and structure-activity relationships.,  203  [PMID:32679452] [10.1016/j.ejmech.2020.112612]

Source

Source(1):

• Scientific Literature