(3S,6S,9S,12S,15S)-methyl 3-benzyl-1-(4-tert-butylphenyl)-15-(hydroxymethyl)-9-isobutyl-12-(4-(isopropyl(propyl)amino)butyl)-6-methyl-1,4,7,10,13-pentaoxo-2,5,8,11,14-pentaazahexadecan-16-oate

ID: ALA3972289

Chembl Id: CHEMBL3972289

PubChem CID: 134154301

Max Phase: Preclinical

Molecular Formula: C45H70N6O8

Molecular Weight: 823.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccc(C(C)(C)C)cc1)C(=O)N[C@@H](CO)C(=O)OC)C(C)C

Standard InChI:  InChI=1S/C45H70N6O8/c1-11-24-51(30(4)5)25-16-15-19-35(41(55)50-38(28-52)44(58)59-10)47-43(57)36(26-29(2)3)48-39(53)31(6)46-42(56)37(27-32-17-13-12-14-18-32)49-40(54)33-20-22-34(23-21-33)45(7,8)9/h12-14,17-18,20-23,29-31,35-38,52H,11,15-16,19,24-28H2,1-10H3,(H,46,56)(H,47,57)(H,48,53)(H,49,54)(H,50,55)/t31-,35-,36-,37-,38-/m0/s1

Standard InChI Key:  ITTGNAWNEDCTNG-DUKNTCSXSA-N

Alternative Forms

1. Parent:

   

   ALA3972289

   ---

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: 823.09

Molecular Weight (Monoisotopic): 822.5255

AlogP: 3.79

#Rotatable Bonds: 24

Polar Surface Area: 195.27

Molecular Species: BASE

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.72

CX Basic pKa: 15.43

CX LogP: 4.53

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.07

Np Likeness Score: -0.36

References

1. Stuckey JI, Simpson C, Norris-Drouin JL, Cholensky SH, Lee J, Pasca R, Cheng N, Dickson BM, Pearce KH, Frye SV, James LI..  (2016)  Structure-Activity Relationships and Kinetic Studies of Peptidic Antagonists of CBX Chromodomains.,  59  (19): [PMID:27571219] [10.1021/acs.jmedchem.6b00801]

Source

Source(1):

• Scientific Literature