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

ID: ALA3987134

Chembl Id: CHEMBL3987134

PubChem CID: 134156251

Max Phase: Preclinical

Molecular Formula: C44H69N7O8

Molecular Weight: 824.08

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](Cc1ccc(CN)cc1)NC(=O)c1ccc(C(C)(C)C)cc1)C(=O)N[C@@H](CO)C(=O)OC

Standard InChI:  InChI=1S/C44H69N7O8/c1-10-51(11-2)23-13-12-14-34(40(55)50-37(27-52)43(58)59-9)47-42(57)35(24-28(3)4)48-38(53)29(5)46-41(56)36(25-30-15-17-31(26-45)18-16-30)49-39(54)32-19-21-33(22-20-32)44(6,7)8/h15-22,28-29,34-37,52H,10-14,23-27,45H2,1-9H3,(H,46,56)(H,47,57)(H,48,53)(H,49,54)(H,50,55)/t29-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  IQFBELGVMQWYDI-FETRQNOVSA-N

Alternative Forms

1. Parent:

   

   ALA3987134

   ---

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: 824.08

Molecular Weight (Monoisotopic): 823.5208

AlogP: 2.47

#Rotatable Bonds: 24

Polar Surface Area: 221.29

Molecular Species: BASE

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.72

CX Basic pKa: 10.30

CX LogP: 2.86

CX LogD: -1.66

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.06

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