2-[1-(2-Carboxy-2-hydroxy-ethylcarbamoyl)-2-phenyl-ethylamino]-4-phenyl-butyric acid

ID: ALA350633

Chembl Id: CHEMBL350633

PubChem CID: 14523451

Max Phase: Preclinical

Molecular Formula: C22H26N2O6

Molecular Weight: 414.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H](O)CNC(=O)[C@H](Cc1ccccc1)N[C@@H](CCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C22H26N2O6/c25-19(22(29)30)14-23-20(26)18(13-16-9-5-2-6-10-16)24-17(21(27)28)12-11-15-7-3-1-4-8-15/h1-10,17-19,24-25H,11-14H2,(H,23,26)(H,27,28)(H,29,30)/t17-,18-,19+/m0/s1

Standard InChI Key:  QAQRHURCJWHRJU-GBESFXJTSA-N

Alternative Forms

1. Parent:

   

   ALA350633

   (2S)-2-[[(2S)-1-[[(2R)-2-carboxy-2-hydroxyethyl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-4-phenylbutanoic acid

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: 414.46

Molecular Weight (Monoisotopic): 414.1791

AlogP: 0.84

#Rotatable Bonds: 12

Polar Surface Area: 135.96

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.72

CX Basic pKa: 9.39

CX LogP: -0.67

CX LogD: -3.75

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: 0.18

References

1. Haslanger MF, Sybertz EJ, Neustadt BR, Smith EM, Nechuta TL, Berger J..  (1989)  Carboxyalkyl dipeptides with atrial natriuretic factor potentiating and antihypertensive activity.,  32  (4): [PMID:2522989] [10.1021/jm00124a002]

Source

Source(1):

• Scientific Literature