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

ID: ALA3937936

Chembl Id: CHEMBL3937936

PubChem CID: 134149299

Max Phase: Preclinical

Molecular Formula: C40H60N6O9

Molecular Weight: 768.95

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

Standard InChI:  InChI=1S/C40H60N6O9/c1-8-46(9-2)22-14-13-17-31(37(50)45-34(25-47)40(53)55-7)42-39(52)32(23-26(3)4)43-35(48)27(5)41-38(51)33(24-28-15-11-10-12-16-28)44-36(49)29-18-20-30(54-6)21-19-29/h10-12,15-16,18-21,26-27,31-34,47H,8-9,13-14,17,22-25H2,1-7H3,(H,41,51)(H,42,52)(H,43,48)(H,44,49)(H,45,50)/t27-,31-,32-,33-,34-/m0/s1

Standard InChI Key:  VXBVPENBQFGYRJ-YNUAGZMFSA-N

Alternative Forms

1. Parent:

   

   ALA3937936

   ---

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: 768.95

Molecular Weight (Monoisotopic): 768.4422

AlogP: 1.72

#Rotatable Bonds: 24

Polar Surface Area: 204.50

Molecular Species: BASE

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.69

CX Basic pKa: 10.30

CX LogP: 2.04

CX LogD: -0.63

Aromatic Rings: 2

Heavy Atoms: 55

QED Weighted: 0.07

Np Likeness Score: -0.26

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