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

ID: ALA3973366

Chembl Id: CHEMBL3973366

PubChem CID: 134153154

Max Phase: Preclinical

Molecular Formula: C40H57F3N6O8

Molecular Weight: 806.92

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](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccc(C(F)(F)F)cc1)C(=O)N[C@@H](CO)C(=O)OC

Standard InChI:  InChI=1S/C40H57F3N6O8/c1-7-49(8-2)21-13-12-16-30(36(53)48-33(24-50)39(56)57-6)45-38(55)31(22-25(3)4)46-34(51)26(5)44-37(54)32(23-27-14-10-9-11-15-27)47-35(52)28-17-19-29(20-18-28)40(41,42)43/h9-11,14-15,17-20,25-26,30-33,50H,7-8,12-13,16,21-24H2,1-6H3,(H,44,54)(H,45,55)(H,46,51)(H,47,52)(H,48,53)/t26-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  YKZYTGMDKIVZKB-NKZKHMIMSA-N

Alternative Forms

1. Parent:

   

   ALA3973366

   ---

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: 806.92

Molecular Weight (Monoisotopic): 806.4190

AlogP: 2.73

#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: 11.64

CX Basic pKa: 10.30

CX LogP: 3.06

CX LogD: 0.41

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.07

Np Likeness Score: -0.40

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