(S)-3-((S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylamino)-3-oxo-2-(2-(trifluoromethoxy)phenylthio)propyl((R)-1-(benzyloxycarbonylamino)-2-phenylethyl)phosphinic acid

ID: ALA2153738

Chembl Id: CHEMBL2153738

PubChem CID: 71451330

Max Phase: Preclinical

Molecular Formula: C37H36F3N4O7PS

Molecular Weight: 768.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](CP(=O)(O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)Sc1ccccc1OC(F)(F)F

Standard InChI:  InChI=1S/C37H36F3N4O7PS/c38-37(39,40)51-30-17-9-10-18-31(30)53-32(35(46)43-29(34(41)45)20-26-21-42-28-16-8-7-15-27(26)28)23-52(48,49)33(19-24-11-3-1-4-12-24)44-36(47)50-22-25-13-5-2-6-14-25/h1-18,21,29,32-33,42H,19-20,22-23H2,(H2,41,45)(H,43,46)(H,44,47)(H,48,49)/t29-,32+,33+/m0/s1

Standard InChI Key:  CGPJRIXIBMANTN-PHCUSUGSSA-N

Alternative Forms

1. Parent:

   

   ALA2153738

   [(2S)-3-[[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-oxo-2-[2-(trifluoromethoxy)phenyl]sulfanylpropyl]-[(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: 768.75

Molecular Weight (Monoisotopic): 768.1994

AlogP: 6.51

#Rotatable Bonds: 16

Polar Surface Area: 172.84

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 1.52

CX Basic pKa:

CX LogP: 6.52

CX LogD: 4.14

Aromatic Rings: 5

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: -0.44

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