N-((S)-1-((S)-1-((S)-3-(4-hydroxyphenyl)-1-(methyl(2-(pyridin-2-yl)ethyl)amino)-1-oxopropan-2-ylamino)-1-oxo-3-phenylpropan-2-ylamino)-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl)undecanamide

ID: ALA1075859

Chembl Id: CHEMBL1075859

PubChem CID: 24879234

Max Phase: Preclinical

Molecular Formula: C43H57N7O5

Molecular Weight: 751.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N(C)CCc1ccccn1

Standard InChI:  InChI=1S/C43H57N7O5/c1-3-4-5-6-7-8-9-13-19-40(52)47-38(29-35-30-44-31-46-35)42(54)48-37(27-32-16-11-10-12-17-32)41(53)49-39(28-33-20-22-36(51)23-21-33)43(55)50(2)26-24-34-18-14-15-25-45-34/h10-12,14-18,20-23,25,30-31,37-39,51H,3-9,13,19,24,26-29H2,1-2H3,(H,44,46)(H,47,52)(H,48,54)(H,49,53)/t37-,38-,39-/m0/s1

Standard InChI Key:  KGRSUMUKTYCXCP-IGMOWHQGSA-N

Alternative Forms

1. Parent:

   

   ALA1075859

   N-Undecanoyl-L-Histidyl-L-Phenylalanyl-N-Methyl-N-(2-Pyridin-2-Ylethyl)-L-Tyrosinamide

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: 751.97

Molecular Weight (Monoisotopic): 751.4421

AlogP: 5.22

#Rotatable Bonds: 24

Polar Surface Area: 169.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa: 6.53

CX LogP: 5.47

CX LogD: 5.41

Aromatic Rings: 4

Heavy Atoms: 55

QED Weighted: 0.06

Np Likeness Score: -0.36

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