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

ID: ALA3943850

Chembl Id: CHEMBL3943850

PubChem CID: 134145760

Max Phase: Preclinical

Molecular Formula: C41H60N6O10

Molecular Weight: 796.96

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(=O)OC)cc1)C(=O)N[C@@H](CO)C(=O)OC

Standard InChI:  InChI=1S/C41H60N6O10/c1-8-47(9-2)22-14-13-17-31(37(51)46-34(25-48)41(55)57-7)43-39(53)32(23-26(3)4)44-35(49)27(5)42-38(52)33(24-28-15-11-10-12-16-28)45-36(50)29-18-20-30(21-19-29)40(54)56-6/h10-12,15-16,18-21,26-27,31-34,48H,8-9,13-14,17,22-25H2,1-7H3,(H,42,52)(H,43,53)(H,44,49)(H,45,50)(H,46,51)/t27-,31-,32-,33-,34-/m0/s1

Standard InChI Key:  ZEQPUKRMOYRHJH-YNUAGZMFSA-N

Alternative Forms

1. Parent:

   

   ALA3943850

   ---

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: 796.96

Molecular Weight (Monoisotopic): 796.4371

AlogP: 1.50

#Rotatable Bonds: 24

Polar Surface Area: 221.57

Molecular Species: BASE

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.65

CX Basic pKa: 10.30

CX LogP: 2.19

CX LogD: -0.47

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.07

Np Likeness Score: -0.23

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