(2S,5S,8S,11S,14S)-methyl 14-benzyl-17-(4-tert-butylphenyl)-5-(4-(diethylamino)butyl)-2-(hydroxymethyl)-8-isobutyl-11-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazaheptadecan-1-oate

ID: ALA3970686

Chembl Id: CHEMBL3970686

PubChem CID: 134154083

Max Phase: Preclinical

Molecular Formula: C44H68N6O8

Molecular Weight: 809.06

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)Cc1ccc(C(C)(C)C)cc1)C(=O)N[C@@H](CO)C(=O)OC

Standard InChI:  InChI=1S/C44H68N6O8/c1-10-50(11-2)24-16-15-19-34(40(54)49-37(28-51)43(57)58-9)47-42(56)35(25-29(3)4)48-39(53)30(5)45-41(55)36(26-31-17-13-12-14-18-31)46-38(52)27-32-20-22-33(23-21-32)44(6,7)8/h12-14,17-18,20-23,29-30,34-37,51H,10-11,15-16,19,24-28H2,1-9H3,(H,45,55)(H,46,52)(H,47,56)(H,48,53)(H,49,54)/t30-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  WQWSPBKHYFCYOG-OKCLBPDBSA-N

Alternative Forms

1. Parent:

   

   ALA3970686

   ---

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: 2.94

#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: 11.72

CX Basic pKa: 10.30

CX LogP: 3.72

CX LogD: 1.06

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.07

Np Likeness Score: -0.35

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