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

ID: ALA3978944

Chembl Id: CHEMBL3978944

PubChem CID: 134152016

Max Phase: Preclinical

Molecular Formula: C44H62N6O8

Molecular Weight: 803.01

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)Cc1ccc2ccccc2c1)C(=O)N[C@@H](CO)C(=O)OC

Standard InChI:  InChI=1S/C44H62N6O8/c1-7-50(8-2)23-15-14-20-35(41(54)49-38(28-51)44(57)58-6)47-43(56)36(24-29(3)4)48-40(53)30(5)45-42(55)37(26-31-16-10-9-11-17-31)46-39(52)27-32-21-22-33-18-12-13-19-34(33)25-32/h9-13,16-19,21-22,25,29-30,35-38,51H,7-8,14-15,20,23-24,26-28H2,1-6H3,(H,45,55)(H,46,52)(H,47,56)(H,48,53)(H,49,54)/t30-,35-,36-,37-,38-/m0/s1

Standard InChI Key:  OUNRVROJVYUGOT-WULLJDQYSA-N

Alternative Forms

1. Parent:

   

   ALA3978944

   ---

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: 803.01

Molecular Weight (Monoisotopic): 802.4629

AlogP: 2.79

#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: 3.17

CX LogD: 0.50

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.06

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