(S)-3-(1H-imidazol-4-yl)-2-(2-((S)-2-(2-phenyloxazole-4-carboxamido)-3-(1-trityl-1H-imidazol-4-yl)propanamido)acetamido)propanoic acid

ID: ALA1075810

Chembl Id: CHEMBL1075810

PubChem CID: 44605803

Max Phase: Preclinical

Molecular Formula: C43H38N8O6

Molecular Weight: 762.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)[C@H](Cc1cn(C(c2ccccc2)(c2ccccc2)c2ccccc2)cn1)NC(=O)c1coc(-c2ccccc2)n1)N[C@@H](Cc1c[nH]cn1)C(=O)O

Standard InChI:  InChI=1S/C43H38N8O6/c52-38(48-36(42(55)56)21-33-23-44-27-46-33)24-45-39(53)35(49-40(54)37-26-57-41(50-37)29-13-5-1-6-14-29)22-34-25-51(28-47-34)43(30-15-7-2-8-16-30,31-17-9-3-10-18-31)32-19-11-4-12-20-32/h1-20,23,25-28,35-36H,21-22,24H2,(H,44,46)(H,45,53)(H,48,52)(H,49,54)(H,55,56)/t35-,36-/m0/s1

Standard InChI Key:  SZIZPKHQRQEYCR-ZPGRZCPFSA-N

Alternative Forms

1. Parent:

   

   ALA1075810

   (2S)-3-(1H-imidazol-5-yl)-2-[[2-[[(2S)-2-[(2-phenyl-1,3-oxazole-4-carbonyl)amino]-3-(1-tritylimidazol-4-yl)propanoyl]amino]acetyl]amino]propanoic 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: 762.83

Molecular Weight (Monoisotopic): 762.2914

AlogP: 4.37

#Rotatable Bonds: 16

Polar Surface Area: 197.13

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.42

CX Basic pKa: 6.55

CX LogP: 2.81

CX LogD: 2.21

Aromatic Rings: 7

Heavy Atoms: 57

QED Weighted: 0.09

Np Likeness Score: -0.41

References

1. Tan KT, Guiu-Rozas E, Bon RS, Guo Z, Delon C, Wetzel S, Arndt S, Alexandrov K, Waldmann H, Goody RS, Wu YW, Blankenfeldt W..  (2009)  Design, synthesis, and characterization of peptide-based rab geranylgeranyl transferase inhibitors.,  52  (24): [PMID:19894725] [10.1021/jm901117d]

Source

Source(1):

• Scientific Literature