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

ID: ALA3905193

Chembl Id: CHEMBL3905193

PubChem CID: 134134858

Max Phase: Preclinical

Molecular Formula: C45H70N6O8

Molecular Weight: 823.09

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C45H70N6O8/c1-11-51(12-2)25-17-16-20-34(40(54)49-37(28-52)44(58)59-10)46-41(55)35(26-29(3)4)48-43(57)38(30(5)6)50-42(56)36(27-31-18-14-13-15-19-31)47-39(53)32-21-23-33(24-22-32)45(7,8)9/h13-15,18-19,21-24,29-30,34-38,52H,11-12,16-17,20,25-28H2,1-10H3,(H,46,55)(H,47,53)(H,48,57)(H,49,54)(H,50,56)/t34-,35-,36-,37-,38-/m0/s1

Standard InChI Key:  ZXFIEZQGWQBWCD-LQWITFIISA-N

Alternative Forms

1. Parent:

   

   ALA3905193

   ---

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: 3.64

#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: 11.69

CX Basic pKa: 10.30

CX LogP: 4.63

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.07

Np Likeness Score: -0.31

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