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

ID: ALA3889586

Chembl Id: CHEMBL3889586

PubChem CID: 134130627

Max Phase: Preclinical

Molecular Formula: C44H68N6O8

Molecular Weight: 809.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(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/C44H68N6O8/c1-11-50(29(4)5)24-16-15-19-34(40(54)49-37(27-51)43(57)58-10)46-42(56)35(25-28(2)3)47-38(52)30(6)45-41(55)36(26-31-17-13-12-14-18-31)48-39(53)32-20-22-33(23-21-32)44(7,8)9/h12-14,17-18,20-23,28-30,34-37,51H,11,15-16,19,24-27H2,1-10H3,(H,45,55)(H,46,56)(H,47,52)(H,48,53)(H,49,54)/t30-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  WKPAARGLUVBIGB-OKCLBPDBSA-N

Alternative Forms

1. Parent:

   

   ALA3889586

   ---

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: 809.06

Molecular Weight (Monoisotopic): 808.5099

AlogP: 3.40

#Rotatable Bonds: 23

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: 11.73

CX Basic pKa: 15.43

CX LogP: 4.10

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.07

Np Likeness Score: -0.39

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