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

ID: ALA3953637

Chembl Id: CHEMBL3953637

PubChem CID: 134144118

Max Phase: Preclinical

Molecular Formula: C41H62N6O8

Molecular Weight: 766.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](C)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)cc1

Standard InChI:  InChI=1S/C41H62N6O8/c1-8-29-19-21-31(22-20-29)37(50)45-34(25-30-16-12-11-13-17-30)39(52)42-28(6)36(49)44-33(24-27(4)5)40(53)43-32(18-14-15-23-47(9-2)10-3)38(51)46-35(26-48)41(54)55-7/h11-13,16-17,19-22,27-28,32-35,48H,8-10,14-15,18,23-26H2,1-7H3,(H,42,52)(H,43,53)(H,44,49)(H,45,50)(H,46,51)/t28-,32-,33-,34-,35-/m0/s1

Standard InChI Key:  SOGNIQLFQOQYGJ-HCJIVJCNSA-N

Alternative Forms

1. Parent:

   

   ALA3953637

   ---

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: 766.98

Molecular Weight (Monoisotopic): 766.4629

AlogP: 2.27

#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: 11.75

CX Basic pKa: 10.31

CX LogP: 3.16

CX LogD: 0.49

Aromatic Rings: 2

Heavy Atoms: 55

QED Weighted: 0.07

Np Likeness Score: -0.30

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