(S)-2-((S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamoyl)-4-phenylbutyl((R)-1-(benzyloxycarbonylamino)-2-phenylethyl)phosphinic acid

ID: ALA2153737

Chembl Id: CHEMBL2153737

PubChem CID: 71456659

Max Phase: Preclinical

Molecular Formula: C38H41N4O6P

Molecular Weight: 680.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCc1ccccc1)CP(=O)(O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C38H41N4O6P/c39-36(43)34(23-31-24-40-33-19-11-10-18-32(31)33)41-37(44)30(21-20-27-12-4-1-5-13-27)26-49(46,47)35(22-28-14-6-2-7-15-28)42-38(45)48-25-29-16-8-3-9-17-29/h1-19,24,30,34-35,40H,20-23,25-26H2,(H2,39,43)(H,41,44)(H,42,45)(H,46,47)/t30-,34+,35-/m1/s1

Standard InChI Key:  LHVGXRIIQBVWQU-JHOVWCEZSA-N

Alternative Forms

1. Parent:

   

   ALA2153737

   [(2S)-2-[[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamoyl]-4-phenylbutyl]-[(1R)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphinic 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: 680.74

Molecular Weight (Monoisotopic): 680.2764

AlogP: 5.70

#Rotatable Bonds: 16

Polar Surface Area: 163.61

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.54

CX Basic pKa:

CX LogP: 5.35

CX LogD: 2.97

Aromatic Rings: 5

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: -0.01

References

1. Mucha A, Kafarski P, Berlicki Ł..  (2011)  Remarkable potential of the α-aminophosphonate/phosphinate structural motif in medicinal chemistry.,  54  (17): [PMID:21780776] [10.1021/jm200587f]

Source

Source(1):

• Scientific Literature