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

ID: ALA1075863

Chembl Id: CHEMBL1075863

PubChem CID: 24879235

Max Phase: Preclinical

Molecular Formula: C40H55N9O5

Molecular Weight: 741.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N(C)CCc1ccccn1

Standard InChI:  InChI=1S/C40H55N9O5/c1-3-4-5-6-7-8-9-10-14-37(51)46-34(23-31-25-41-27-44-31)38(52)47-35(24-32-26-42-28-45-32)39(53)48-36(22-29-15-17-33(50)18-16-29)40(54)49(2)21-19-30-13-11-12-20-43-30/h11-13,15-18,20,25-28,34-36,50H,3-10,14,19,21-24H2,1-2H3,(H,41,44)(H,42,45)(H,46,51)(H,47,52)(H,48,53)/t34-,35-,36-/m0/s1

Standard InChI Key:  XTWPUBVVNIJMOQ-KVBYWJEESA-N

Alternative Forms

1. Parent:

   

   ALA1075863

   N-Undecanoyl-L-Histidyl-L-Histidyl-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: 741.94

Molecular Weight (Monoisotopic): 741.4326

AlogP: 3.95

#Rotatable Bonds: 24

Polar Surface Area: 198.09

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa: 6.95

CX LogP: 3.04

CX LogD: 2.92

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.06

Np Likeness Score: -0.40

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