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

ID: ALA3898460

Chembl Id: CHEMBL3898460

PubChem CID: 134133875

Max Phase: Preclinical

Molecular Formula: C44H68N6O8

Molecular Weight: 809.06

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C44H68N6O8/c1-10-33(45-42(56)36(27-30-18-14-13-15-19-30)47-38(52)31-21-23-32(24-22-31)44(6,7)8)39(53)48-35(26-29(4)5)41(55)46-34(20-16-17-25-50(11-2)12-3)40(54)49-37(28-51)43(57)58-9/h13-15,18-19,21-24,29,33-37,51H,10-12,16-17,20,25-28H2,1-9H3,(H,45,56)(H,46,55)(H,47,52)(H,48,53)(H,49,54)/t33-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  YUNDLGQJZQUDNB-LTLCPEALSA-N

Alternative Forms

1. Parent:

   

   ALA3898460

   ---

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: 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: 11.71

CX Basic pKa: 10.30

CX LogP: 4.26

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.07

Np Likeness Score: -0.33

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